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RDX

RDX (abbreviation of "Research Department eXplosive") or hexogen,[3] among other names, is an organic compound with the formula (O2N2CH2)3. It is a white solid without smell or taste, widely used as an explosive.[4] Chemically, it is classified as a nitroamine alongside HMX, which is a more energetic explosive than TNT. It was used widely in World War II and remains common in military applications.

RDX

RDX crystal
Names
Preferred IUPAC name
1,3,5-Trinitro-1,3,5-triazinane
Other names
1,3,5-Trinitroperhydro-1,3,5-triazine
RDX
cyclonite, hexogen
1,3,5-Trinitro-1,3,5-triazacyclohexane
1,3,5-Trinitrohexahydro-s-triazine
Cyclotrimethylenetrinitramine
Hexahydro-1,3,5-trinitro-s-triazine
Trimethylenetrinitramine
hexolite[1]
Identifiers
  • 121-82-4 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:24556 Y
ChemSpider
  • 8177 Y
ECHA InfoCard 100.004.092
  • 8490
UNII
  • W91SSV5831 Y
UN number 0072, 0391, 0483
  • DTXSID9024142
  • InChI=1S/C3H6N6O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H2 Y
    Key: XTFIVUDBNACUBN-UHFFFAOYSA-N Y
  • InChI=1/C3H6N6O6/c10-7(11)4-9-5(8(12)13)3-6(2-4)9(14)15/h1-3H2
    Key: XTFIVUDBNACUBN-UHFFFAOYAY
  • C1N(CN(CN1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
Properties
C3H6N6O6
Molar mass 222.117 g·mol−1
Appearance Colorless or yellowish crystals
Density 1.858 g/cm3
Melting point 205.5 °C (401.9 °F; 478.6 K)
Boiling point 234 °C (453 °F; 507 K)
insoluble [2]
Explosive data
Shock sensitivity Low
Friction sensitivity Low
Detonation velocity 8750 m/s
RE factor 1.60
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Explosive, detonates on contact with mercury fulminate,[2] highly toxic
GHS labelling:
Danger
H201, H301, H370, H373
P210, P250, P280, P370, P372, P373, P501
NFPA 704 (fire diamond)
3
1
2
Flash point Explosive [2]
Lethal dose or concentration (LD, LC):
100 mg/kg
NIOSH (US health exposure limits):
PEL (Permissible)
none [2]
REL (Recommended)
TWA 1.5 mg/m3 ST 3 mg/m3 [skin][2]
IDLH (Immediate danger)
N.D.[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

RDX is often used in mixtures with other explosives and plasticizers or phlegmatizers (desensitizers); it is the explosive agent in C-4 plastic explosive. It is stable in storage and is considered one of the most energetic and brisant of the military high explosives,[5] with a relative effectiveness factor of 1.60.

Name

RDX is also known, but less commonly, as cyclonite, hexogen (particularly in Russian, French, German and German-influenced languages), T4, and, chemically, as cyclotrimethylenetrinitramine.[6] In the 1930s, the Royal Arsenal, Woolwich, started investigating cyclonite to use against German U-boats that were being built with thicker hulls. The goal was to develop an explosive more energetic than TNT. For security reasons, Britain termed cyclonite "Research Department Explosive" (R.D.X.).[7] The term RDX appeared in the United States in 1946.[8] The first public reference in the United Kingdom to the name RDX, or R.D.X., to use the official title, appeared in 1948; its authors were the managing chemist, ROF Bridgwater, the chemical research and development department, Woolwich, and the director of Royal Ordnance Factories, Explosives; again, it was referred to as simply RDX.[9]

Usage

 
Armourers prepare to load 1,000 lb (450 kg) Medium Capacity bombs into the bomb-bay of an Avro Lancaster B Mark III of No. 106 Squadron RAF at RAF Metheringham before a major night raid on Frankfurt. The stencilled lettering around the circumference of each bomb reads "RDX/TNT".

RDX was widely used during World War II, often in explosive mixtures with TNT such as Torpex, Composition B, Cyclotols, and H6. RDX was used in one of the first plastic explosives. The bouncing bomb depth charges used in the "Dambusters Raid" each contained 6,600 pounds (3,000 kg) of Torpex;[10] The Tallboy and Grand Slam bombs designed by Wallis also used Torpex.

RDX is believed to have been used in many bomb plots, including terrorist plots.

RDX is the base for a number of common military explosives:

  • Composition A: Granular explosive consisting of RDX and plasticizing wax, such as composition A-3 (91% RDX coated with 9% wax)[11] and composition A-5 (98.5 to 99.1% RDX coated with 0.95 to 1.54% stearic acid).[12]
  • Composition B: Castable mixtures of 59.5% RDX and 39.4% TNT with 1% wax as desensitizer.[13]
  • Composition C: The original composition C was used in World War II, but there have been subsequent variations including C-2, C-3, and C-4. C-4 consists of RDX (91%); a plasticizer, dioctyl sebacate (5.3%); and a binder, which is usually polyisobutylene (2.1%); and oil (1.6%).[14]
  • Composition CH-6: 97.5% RDX, 1.5% calcium stearate, 0.5% polyisobutylene, and 0.5% graphite[15]
  • DBX (Depth Bomb Explosive): Castable mixture consisting of 21% RDX, 21% ammonium nitrate, 40% TNT, and 18% powdered aluminium, developed during World War II, it was to be used in underwater munitions as a substitute for Torpex employing only half the amount of then-scarce RDX,[5][16] as the supply of RDX became more adequate, however, the mixture was shelved
  • Cyclotol: Castable mixture of RDX (50–80%) with TNT (20–50%) designated by the amount of RDX/TNT, such as Cyclotol 70/30
  • HBX: Castable mixtures of RDX, TNT, powdered aluminium, and D-2 wax with calcium chloride
  • H-6: Castable mixture of RDX, TNT, powdered aluminum, and paraffin wax (used as a phlegmatizing agent)
  • PBX: RDX is also used as a major component of many polymer-bonded explosives (PBX); RDX-based PBXs typically consist of RDX and at least thirteen different polymer/co-polymer binders.[17] Examples of RDX-based PBX formulations include, but are not limited to: PBX-9007, PBX-9010, PBX-9205, PBX-9407, PBX-9604, PBXN-106, PBXN-3, PBXN-6, PBXN-10, PBXN-201, PBX-0280, PBX Type I, PBXC-116, PBXAF-108, etc.[citation needed]
  • Semtex (trade name): Plastic demolition explosive containing RDX and PETN as major energetic components [18]
  • Torpex: 42% RDX, 40% TNT, and 18% powdered aluminium; the mixture was designed during World War II and used mainly in underwater ordnance [19]

Outside military applications, RDX is also used in controlled demolition to raze structures.[20] The demolition of the Jamestown Bridge in the U.S. state of Rhode Island was one instance where RDX shaped charges were used to remove the span.[21]

Synthesis

RDX is classified by chemists as a hexahydro-1,3,5-triazine derivative. In laboratory settings (industrial routes are described below separately) it is obtained by treating hexamine with white fuming nitric acid.[22]

 

This nitrolysis reaction also produces methylene dinitrate, ammonium nitrate, and water as byproducts. The overall reaction is:[22]

C6H12N4 + 10 HNO3 → C3H6N6O6 + 3 CH2(ONO2)2 + NH4NO3 + 3 H2O

Modern syntheses employ hexahydro triacyl triazine as it avoids formation of HMX.[23]

History

RDX was used by both sides in World War II. The U.S. produced about 15,000 long tons (15,000 t) per month during WWII and Germany about 7,100 tonnes (7,000 long tons) per month.[24] RDX had the major advantages of possessing greater explosive force than TNT, used in World War I, and requiring no additional raw materials for its manufacture.[24]

Germany

RDX was reported in 1898 by Georg Friedrich Henning, who obtained a German patent (patent No. 104280) for its manufacture by nitrolysis of hexamine (hexamethylenetetramine) with concentrated nitric acid.[25][26] In this patent, the medical properties of RDX were mentioned; however, three further German patents obtained by Henning in 1916 proposed its use in smokeless propellants.[25] The German military started investigating its use in 1920, referring to it as hexogen.[27] Research and development findings were not published further until Edmund von Herz,[28] described as an Austrian and later a German citizen, obtained a British patent in 1921[29] and a United States patent in 1922.[30] Both patent claims were initiated in Austria; and described the manufacture of RDX by nitrating hexamethylenetetramine.[29][30] The British patent claims included the manufacture of RDX by nitration, its use with or without other explosives, its use as a bursting charge and as an initiator.[29] The U.S. patent claim was for the use of a hollow explosive device containing RDX and a detonator cap containing RDX.[30] In the 1930s, Germany developed improved production methods.[27]

During World War II, Germany used the code names W Salt, SH Salt, K-method, the E-method, and the KA-method. These names represented the identities of the developers of the various chemical routes to RDX. The W-method was developed by Wolfram in 1934 and gave RDX the code name "W-Salz". It used sulfamic acid, formaldehyde, and nitric acid.[31] SH-Salz (SH salt) was from Schnurr, who developed a batch-process in 1937–38 based on nitrolysis of hexamine.[32] The K-method, from Knöffler, involved addition of ammonium nitrate to the hexamine/nitric acid process.[33] The E-method, developed by Ebele, proved to be identical to the Ross and Schiessler process described below.[34] The KA-method, also developed by Knöffler, turned out to be identical to the Bachmann process described below.[35]

The explosive shells fired by the MK 108 cannon and the warhead of the R4M rocket, both used in Luftwaffe fighter aircraft as offensive armament, both used hexogen as their explosive base.[36]

UK

In the United Kingdom (UK), RDX was manufactured from 1933 by the research department in a pilot plant at the Royal Arsenal in Woolwich, London, a larger pilot plant being built at the RGPF Waltham Abbey just outside London in 1939.[37][38] In 1939 a twin-unit industrial-scale plant was designed to be installed at a new 700-acre (280 ha) site, ROF Bridgwater, away from London and production of RDX started at Bridgwater on one unit in August 1941.[37][39] The ROF Bridgwater plant brought in ammonia and methanol as raw materials: the methanol was converted to formaldehyde and some of the ammonia converted to nitric acid, which was concentrated for RDX production.[9] The rest of the ammonia was reacted with formaldehyde to produce hexamine. The hexamine plant was supplied by Imperial Chemical Industries. It incorporated some features based on data obtained from the United States (U.S.).[9] RDX was produced by continually adding hexamine and concentrated nitric acid to a cooled mixture of hexamine and nitric acid in the nitrator.[9] The RDX was purified and processed for its intended use; recovery and reuse of some methanol and nitric acid also was carried out.[9] The hexamine-nitration and RDX purification plants were duplicated (i.e. twin-unit) to provide some insurance against loss of production due to fire, explosion, or air attack.[37]

The United Kingdom and British Empire were fighting without allies against Nazi Germany until the middle of 1941 and had to be self-sufficient. At that time (1941), the UK had the capacity to produce 70 long tons (71 t) (160,000 lb) of RDX per week; both Canada, an allied country and self-governing dominion within the British Empire, and the U.S. were looked upon to supply ammunition and explosives, including RDX.[40] By 1942 the Royal Air Force's annual requirement was forecast to be 52,000 long tons (53,000 t) of RDX, much of which came from North America (Canada and the U.S.).[39]

Canada

A different method of production to the Woolwich process was found and used in Canada, possibly at the McGill University department of chemistry. This was based on reacting paraformaldehyde and ammonium nitrate in acetic anhydride.[41] A UK patent application was made by Robert Walter Schiessler (Pennsylvania State University) and James Hamilton Ross (McGill, Canada) in May 1942; the UK patent was issued in December 1947.[42] Gilman states that the same method of production had been independently discovered by Ebele in Germany prior to Schiessler and Ross, but that this was not known by the Allies.[25][41] Urbański provides details of five methods of production, and he refers to this method as the (German) E-method.[34]

UK, U.S., and Canadian production and development

At the beginning of the 1940s, the major U.S. explosive manufacturers, E. I. du Pont de Nemours & Company and Hercules, had several decades of experience of manufacturing trinitrotoluene (TNT) and had no wish to experiment with new explosives. U.S. Army Ordnance held the same viewpoint and wanted to continue using TNT.[43] RDX had been tested by Picatinny Arsenal in 1929, and it was regarded as too expensive and too sensitive.[40] The Navy proposed to continue using ammonium picrate.[43] In contrast, the National Defense Research Committee (NDRC), who had visited The Royal Arsenal, Woolwich, thought new explosives were necessary.[43] James B. Conant, chairman of Division B, wished to involve academic research into this area. Conant therefore set up an experimental explosives research laboratory at the Bureau of Mines, Bruceton, Pennsylvania, using Office of Scientific Research and Development (OSRD) funding.[40]

Woolwich method

In 1941, the UK's Tizard Mission visited the U.S. Army and Navy departments and part of the information handed over included details of the "Woolwich" method of manufacture of RDX and its stabilisation by mixing it with beeswax.[40] The UK was asking that the U.S. and Canada, combined, supply 220 short tons (200 t) (440,000 lb) of RDX per day.[40] A decision was taken by William H. P. Blandy, chief of the Bureau of Ordnance, to adopt RDX for use in mines and torpedoes.[40] Given the immediate need for RDX, the U.S. Army Ordnance, at Blandy's request, built a plant that copied the equipment and process used at Woolwich. The result was the Wabash River Ordnance Works run by E. I. du Pont de Nemours & Company.[44] At that time, this works had the largest nitric acid plant in the world.[40] The Woolwich process was expensive: it needed 11 pounds (5.0 kg) of strong nitric acid for every pound of RDX.[45]

By early 1941, the NDRC was researching new processes.[45] The Woolwich or direct nitration process has at least two serious disadvantages: (1) it used large amounts of nitric acid and (2) at least one-half of the formaldehyde is lost. One mole of hexamethylenetetramine could produce at most one mole of RDX.[46] At least three laboratories with no previous explosive experience were instructed to develop better production methods for RDX; they were based at Cornell, Michigan, and Pennsylvania State universities.[40][47] Werner Emmanuel Bachmann, from Michigan, successfully developed the "combination process" by combining the Ross and Schiessler process used in Canada (aka the German E-method) with direct nitration.[35][40] The combination process required large quantities of acetic anhydride instead of nitric acid in the old British "Woolwich process". Ideally, the combination process could produce two moles of RDX from each mole of hexamethylenetetramine.[46]

The vast production of RDX could not continue to rely on the use of natural beeswax to desensitize the RDX. A substitute stabilizer based on petroleum was developed at the Bruceton Explosives Research Laboratory.[40]

Bachmann process

The NDRC instructed three companies to develop pilot plants. They were the Western Cartridge Company, E. I. du Pont de Nemours & Company, and Tennessee Eastman Company, part of Eastman Kodak.[40] At the Eastman Chemical Company (TEC), a leading manufacturer of acetic anhydride, Werner Emmanuel Bachmann developed a continuous-flow process for RDX utilizing an ammonium nitrate/nitric acid mixture as a nitrating agent in a medium of acetic acid and acetic anhydride. RDX was crucial to the war effort and the current batch-production process was too slow. In February 1942, TEC began producing small amounts of RDX at its Wexler Bend pilot plant, which led to the U.S. government authorizing TEC to design and build Holston Ordnance Works (H.O.W.) in June 1942. By April 1943, RDX was being manufactured there.[48] At the end of 1944, the Holston plant and the Wabash River Ordnance Works, which used the Woolwich process, were producing 25,000 short tons (23,000 t) (50 million pounds) of Composition B per month.[49]

The U.S. Bachmann process for RDX was found to be richer in HMX than the United Kingdom's RDX.[citation needed] This later led to a RDX plant using the Bachmann process being set up at ROF Bridgwater in 1955 to produce both RDX and HMX.[citation needed]

Military compositions

The United Kingdom's intention in World War II was to use "desensitised" RDX. In the original Woolwich process, RDX was phlegmatized with beeswax, but later paraffin wax was used, based on the work carried out at Bruceton. In the event the UK was unable to obtain sufficient RDX to meet its needs, some of the shortfall was met by substituting amatol, a mixture of ammonium nitrate and TNT.[39]

Karl Dönitz was reputed to have claimed that "an aircraft can no more kill a U-boat than a crow can kill a mole".[50] Nonetheless, by May 1942 Wellington bombers began to deploy depth charges containing Torpex, a mixture of RDX, TNT, and aluminium, which had up to 50 percent more destructive power than TNT-filled depth charges.[50] Considerable quantities of the RDX–TNT mixture were produced at the Holston Ordnance Works, with Tennessee Eastman developing an automated mixing and cooling process based around the use of stainless steel conveyor belts.[51]

Terrorism

A Semtex bomb was used in the Pan Am Flight 103 (known also as the Lockerbie) bombing in 1988.[52] A belt laden with 700 g (1.5 lb) of RDX explosives tucked under the dress of the assassin was used in the assassination of former Indian prime minister Rajiv Gandhi in 1991.[53] The 1993 Bombay bombings used RDX placed into several vehicles as bombs. RDX was the main component used for the 2006 Mumbai train bombings and the Jaipur bombings in 2008.[54][55] It also is believed to be the explosive used in the 2010 Moscow Metro bombings.[56]

Traces of RDX were found on pieces of wreckage from 1999 Russian apartment bombings[57][58] and 2004 Russian aircraft bombings.[59] Further reports on the bombs used in the 1999 apartment bombings indicated that while RDX was not a part of the main charge, each bomb contained plastic explosive used as a booster charge.[60][61]

Ahmed Ressam, the al-Qaeda Millennium Bomber, used a small quantity of RDX as one of the components in the bomb that he prepared to detonate in Los Angeles International Airport on New Year's Eve 1999-2000; the bomb could have produced a blast forty times greater than that of a devastating car bomb.[62][63]

In July 2012, the Kenyan government arrested two Iranian nationals and charged them with illegal possession of 15 kilograms (33 pounds) of RDX. According to the Kenyan Police, the Iranians planned to use the RDX for "attacks on Israeli, US, UK and Saudi Arabian targets".[64]

RDX was used in the assassination of Lebanese Prime Minister Rafic Hariri on February 14, 2005.[65]

In the 2019 Pulwama attack in India, 250 kg of high-grade RDX was used by Jaish-e-Mohammed. The attack resulted in the deaths of 44 Central Reserve Police Force (CRPF) personnel as well as the attacker.[66]

Stability

RDX has a high nitrogen content and a high oxygen to carbon ratio, (O:C ratio), both of which indicate its explosive potential for formation of N2 and CO2.

RDX undergoes a deflagration to detonation transition (DDT) in confinement and certain circumstances.[67]

The velocity of detonation of RDX at a density of 1.76 g/cm3 is 8750 m/s.[citation needed]

It starts to decompose at approximately 170 °C and melts at 204 °C. At room temperature, it is very stable. It burns rather than explodes. It detonates only with a detonator, being unaffected even by small arms fire. This property makes it a useful military explosive. It is less sensitive than pentaerythritol tetranitrate (PETN). Under normal conditions, RDX has a Figure of Insensitivity of exactly 80 (RDX defines the reference point).[citation needed]

RDX sublimes in vacuum, which restricts or prevents its use in some applications.[68]

RDX, when exploded in air, has about 1.5 times the explosive energy of TNT per unit weight and about 2.0 times per unit volume.[51][69]

RDX is insoluble in water, with solubility 0.05975 g/L at temperature of 25 °C.[70]

Toxicity

The substance's toxicity has been studied for many years.[71] RDX has caused convulsions (seizures) in military field personnel ingesting it, and in munition workers inhaling its dust during manufacture. At least one fatality was attributed to RDX toxicity in a European munitions manufacturing plant.[72]

During the Vietnam War, at least 40 American soldiers were hospitalized with composition C-4 (which is 91% RDX) intoxication from December 1968 to December 1969. C-4 was frequently used by soldiers as a fuel to heat food, and the food was generally mixed by the same knife that was used to cut C-4 into small pieces prior to burning. Soldiers were exposed to C-4 either due to inhaling the fumes, or due to ingestion, made possible by many small particles adhering to the knife having been deposited into the cooked food. The symptom complex involved nausea, vomiting, generalized seizures, and prolonged postictal confusion and amnesia; which indicated toxic encephalopathy.[73]

Oral toxicity of RDX depends on its physical form; in rats, the LD50 was found to be 100 mg/kg for finely powdered RDX, and 300 mg/kg for coarse, granular RDX.[72] A case has been reported of a human child hospitalized in status epilepticus following the ingestion of 84.82 mg/kg dose of RDX (or 1.23 g for the patient's body weight of 14.5 kg) in the "plastic explosive" form.[74]

The substance has low to moderate toxicity with a possible human carcinogen classification.[75][76][77] Further research is ongoing, however, and this classification may be revised by the United States Environmental Protection Agency (EPA).[78][79] Remediating RDX-contaminated water supplies has proven to be successful.[80] It is known to be a kidney toxin in humans and highly toxic to earthworms and plants, thus army testing ranges where RDX was used heavily may need to undergo environmental remediation.[81] Concerns have been raised by research published in late 2017 indicating that the issue has not been addressed correctly by U.S. officials.[82]

Civilian use

RDX has been used as a rodenticide.[83]

Biodegradation

RDX is degraded by the organisms in sewage sludge as well as the fungus Phanaerocheate chrysosporium.[84] Both wild and transgenic plants can phytoremediate explosives from soil and water.[85][86]

Alternatives

FOX-7 is considered to be approximately a 1-to-1 replacement for RDX in almost all applications.[87][88]

See also

References

  1. ^ "Hexolite, CAS Number: 82030-42-0".
  2. ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0169". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "RDX explosive". britannica.com. Retrieved September 27, 2021.
  4. ^ Field, Simon Quellen (July 1, 2017). Boom!: The Chemistry and History of Explosives. Chicago Review Press. pp. 89–94. ISBN 978-1613738054.
  5. ^ a b Department of the Army Technical Manual TM 9-1300-214: Military Explosives. Headquarters, Department of the Army (United States). 1989.
  6. ^ Davis, Tenney L. (1943), The Chemistry of Powder and Explosives, vol. II, New York: John Wiley & Sons Inc., p. 396
  7. ^ MacDonald and Mack Partnership (1984, p. 18)
  8. ^ Baxter III 1968, pp. 27, 42, 255–259
  9. ^ a b c d e Simmons, W.H.; Forster, A.; Bowden, R. C. (August 1948), "The Manufacture of R.D.X. in Great Britain: Part II – Raw Materials and Ancillary Processes", The Industrial Chemist, 24: 530–545; Simmons, W.H.; Forster, A.; Bowden, R. C. (September 1948), "The Manufacture of R.D.X. in Great Britain: Part III – Production of the Explosive", The Industrial Chemist, 24: 593–601
  10. ^ Sweetman, John (2002) The Dambusters Raid. London: Cassell Military Paperbacks. p. 144.
  11. ^ Pichtel, John (2012). "Distribution and Fate of Military Explosives and Propellants in Soil: A Review". Applied and Environmental Soil Science. Hindawi. 2012 (Article ID 617236): 3. doi:10.1155/2012/617236.
  12. ^ Ritchie, Robert (March 1984). Tech. Report ARLCD-TR-84004, Improving Quality and Performance of Leads Loaded with Composition A-5 (PDF). Dover, NJ: Large Caliber Weapons Systems Laboratory, US Army ARDC. p. 7. (PDF) from the original on February 15, 2017. Retrieved November 9, 2018.
  13. ^ DOD (March 13, 1974). "MIL-C-401E, Composition B, Rev. C". EverySpec. p. 3. Retrieved November 9, 2018.
  14. ^ Reardon, Michelle R.; Bender, Edward C. (2005). "Differentiation of Composition C4 Based on the Analysis of the Process Oil". Journal of Forensic Sciences. Ammendale, MD: Bureau of Alcohol, Tobacco, Firearms, and Explosives, Forensic Science Laboratory. 50 (3): 1–7. doi:10.1520/JFS2004307. ISSN 0022-1198.
  15. ^ Hampton, L. D. (June 15, 1960), (PDF), White Oak, MD: U. S. Naval Ordnance Laboratory, NavOrd Report 680, archived from the original (PDF) on January 19, 2012
  16. ^ US Explosive Ordnance; Ordnance Pamphlet OP 1664. Vol. 1. Washington, D.C.: Navy Department, Bureau of Ordnance. May 28, 1947. pp. 3–4. OP 1664 states 21% "aluminum nitrate", but the immediately following text refers to ammonium nitrate.
  17. ^ Akhavan, Jacqueline (2011). The Chemistry of Explosives (3rd ed.). Cambridge: Royal Society of Chemistry. p. 14. ISBN 978-1-84973-330-4. Retrieved November 15, 2018.
  18. ^ "Semtex". PubChem Open Chemistry Database. Nat. Center for Biotechnology Information, US Library of Medicine. Retrieved November 15, 2018.
  19. ^ Pekelney, Richard. "U.S. Explosive Ordnance (1947)". San Francisco Maritime National Park. Retrieved April 24, 2017.
  20. ^ Beebe, S. M.; Pherson, R. H. (2011). Cases in Intelligence Analysis: Structured Analytic Techniques in Action. SAGE Publications. p. 182. ISBN 978-1-4833-0517-2. Retrieved April 24, 2017.
  21. ^ "Demolition of the Lake Champlain Bridge" (PDF). New York State Department of Transportation. December 12, 2009. p. 13. Retrieved May 1, 2018.
  22. ^ a b Luo, K.-M.; Lin, S.-H.; Chang, J.-G.; Huang, T.-H. (2002), "Evaluations of kinetic parameters and critical runaway conditions in the reaction system of hexamine-nitric acid to produce RDX in a non-isothermal batch reactor", Journal of Loss Prevention in the Process Industries, 15 (2): 119–127, doi:10.1016/S0950-4230(01)00027-4.
  23. ^ Gilbert, E. E.; Leccacorvi, J. R.; Warman, M. (June 1, 1976). "23. The Preparation of RDX from 1,3,5-Triacylhexahydro-s-triazines". In Albright, Lyle F.; Hanson, Carl (eds.). Industrial and Laboratory Nitrations. ACS Symposium Series. Vol. 22. pp. 327–340. doi:10.1021/bk-1976-0022.ch023.
  24. ^ a b Urbański (1967, p. 78)
  25. ^ a b c Urbański (1967, pp. 77–119)
  26. ^ DE 104280, Henning, Georg Friedrich, issued June 14, 1899 
  27. ^ a b Hexogen July 26, 2011, at the Wayback Machine. economypoint.org, citing Gartz, Jochen (2007), Vom griechischen Feuer zum Dynamit: eine Kulturgeschichte der Explosivstoffe [From Greek fire to dynamite: A cultural history of explosives] (in German), Hamburg: E. S. Mittler & Sohn, ISBN 978-3-8132-0867-2
  28. ^ Urbański (1967, p. 125) credits "G. C. V. Herz" for the patent, but the patentee is Edmund von Herz.
  29. ^ a b c GB 145791, von Herz, Edmund, "Improvements relating to Explosives", issued March 17, 1921 
  30. ^ a b c US 1402693, von Herz, Edmund, "Explosive", issued January 3, 1922 
  31. ^ Urbański (1967, pp. 107–109)
  32. ^ Urbański (1967, pp. 104–105)
  33. ^ Urbański (1967, pp. 105–107)
  34. ^ a b Urbański (1967, pp. 109–110)
  35. ^ a b Urbański (1967, pp. 111–113)
  36. ^ Press, Merriam (2017). World War 2 In Review No. 23: Boeing B-17 Flying Fortress. Lulu Press. p. 17. ISBN 9781387322572.
  37. ^ a b c Cocroft, Wayne D. (2000), Dangerous Energy: The archaeology of gunpowder and military explosives manufacture, Swindon: English Heritage, pp. 210–211, ISBN 1-85074-718-0
  38. ^ Akhavan, Jacqueline (2004), The Chemistry of Explosives, Cambridge, UK: Royal Society of Chemistry, ISBN 0-85404-640-2
  39. ^ a b c Hornby, William (1958), Factories and Plant, History of the Second World War: United Kingdom Civil Series, London: His Majesty's Stationery Office; Longmans, Green and Co., pp. 112–114
  40. ^ a b c d e f g h i j k Baxter III (1968, pp. 253–239)
  41. ^ a b Gilman, Henry (1953), "The Chemistry of Explosives", Organic Chemistry an Advanced Treatise, vol. III, Wiley; Chapman & Hall, p. 985
  42. ^ GB 595354, Schiessler, Robert Walter & Ross, James Hamilton, "Method of Preparing 1.3.5. Trinitro Hexahydro S-Triazine", issued December 3, 1947 
  43. ^ a b c Baxter III (1968, pp. 253–254)
  44. ^ MacDonald and Mack Partnership (1984, p. 19)
  45. ^ a b MacDonald and Mack Partnership (1984, p. 13) These pages need to be checked. Page 13 may actually be page 18.
  46. ^ a b Elderfield (1960, p. 6)
  47. ^ These were not the only laboratories to work on RDX, Gilman's 1953 account of the Ross–Schiessler method was based on unpublished work from laboratories at the Universities of Michigan, Pennsylvania, Cornell, Harvard, Vanderbilt, McGill (Canada), Bristol (UK), Sheffield (UK), Pennsylvania State College, and the UK's research department.
  48. ^ Bachmann, W. E.; Sheehan, John C. (1949), "A New Method of Preparing the High Explosive RDX", Journal of the American Chemical Society, 71 (5): 1842–1845, doi:10.1021/ja01173a092
  49. ^ MacDonald and Mack Partnership (1984, p. 32)
  50. ^ a b Baxter III (1968, p. 42)
  51. ^ a b Baxter III (1968, pp. 257 & 259)
  52. ^ Bolz, F. (Jr.); Dudonis, K.J.; Schulz, D.P. (2012). The Counterterrorism Handbook: Tactics, Procedures, and Techniques (4th ed.). Boca Raton, FL: CRC Press. pp. 340–341. ISBN 978-1439846704.
  53. ^ Ramesh Vinayak (February 1, 1999). . India-today.com. Archived from the original on October 9, 2010. Retrieved March 7, 2010.
  54. ^ Singh, Anil (October 2, 2006). . The Times of India. Archived from the original on October 18, 2012.
  55. ^ . The Times of India. May 14, 2008. Archived from the original on August 11, 2011. Retrieved May 13, 2011.
  56. ^ "Moscow Metro bombing masterminds 'will be destroyed'". BBC News. March 29, 2010. Retrieved April 2, 2010.
  57. ^ "Debate on Cause of Moscow Blast Heats Up". New York Times. September 10, 1999. Retrieved November 14, 2011.
  58. ^ "U.S. Senator Ben Cardin Releases Report Detailing Two Decades of Putin's Attacks on Democracy, Calling for Policy Changes to Counter Kremlin Threat Ahead of 2018, 2020 Elections | U.S. Senator Ben Cardin of Maryland". cardin.senate.gov. from the original on February 14, 2018. Retrieved January 17, 2018., pages 165-171.
  59. ^ "Explosive Suggests Terrorists Downed Plane, Russia Says". New York Times. August 28, 2004. Retrieved November 14, 2011.
  60. ^ Миронов, Иван (September 9, 2002). "Кто и как взрывал Москву". Rossiyskaya Gazeta (in Russian). FSB.
  61. ^ "О результатах расследования ряда актов терроризма" (in Russian). Federal Security Service. March 14, 2002.
  62. ^ U.S. Court of Appeals for the Ninth Circuit (February 2, 2010). (PDF). Archived from the original (PDF) on October 4, 2012. Retrieved February 27, 2010.
  63. ^ (PDF). NEFA Foundation. December 1999. Archived from the original (PDF) on March 1, 2012. Retrieved February 26, 2010.
  64. ^ . Washington Post. July 2, 2012. Archived from the original on July 3, 2012. Retrieved July 2, 2012.
  65. ^ Ronen Bergman (February 10, 2015). "The Hezbollah Connection". New York Times. Archived from the original on January 1, 2022. Retrieved February 16, 2015.
  66. ^ "2019 Pulwama attack: RDX used". The Economic Times. February 15, 2019. Retrieved February 15, 2019.
  67. ^ Price, D.; Bernecker, R. (1977). "DDT Behavior of Waxed Mixtures of RDX, HMX, and Tetryl" (PDF). Naval Surface Weapons Center. (PDF) from the original on December 2, 2016.
  68. ^ Ewing, Robert G.; Waltman, Melanie J.; Atkinson, David A.; Grate, Jay W.; Hotchkiss, Peter J. (January 1, 2013). "The vapor pressures of explosives". Trends in Analytical Chemistry. 42: 35–48. doi:10.1016/j.trac.2012.09.010. Retrieved August 19, 2022.
  69. ^ Elderfield (1960, p. 8)
  70. ^ Yalkowsky, S. H.; He, Y.; Jain, P. (2010). Handbook of aqueous solubility data (PDF) (2nd ed.). Boca Raton, FL: CRC Press. p. 61. ISBN 9781439802458. (PDF) from the original on October 16, 2012.
  71. ^ Annotated Reference Outline for the Toxicological Review of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX). U.S. Environmental Protection Agency (November 23, 2010)
  72. ^ a b Schneider, N. R.; Bradley, S. L.; Andersen, M. E. (March 1977). "Toxicology of cyclotrimethylenetrinitramine: Distribution and metabolism in the rat and the miniature swine". Toxicology and Applied Pharmacology. 39 (3): 531–41. doi:10.1016/0041-008X(77)90144-2. PMID 854927.
  73. ^ Ketel, W. B.; Hughes, J. R. (August 1, 1972). "Toxic encephalopathy with seizures secondary to ingestion of composition C-4: A clinical and electroencephalographic study". Neurology. 22 (8): 871–6. doi:10.1212/WNL.22.8.870. PMID 4673417. S2CID 38403787.
  74. ^ Woody, R.C.; Kearns, G.L.; Brewster, M.A.; Turley, C.P.; Sharp, G.B.; Lake, R.S. (1986). "The Neurotoxicity of Cyclotrimethylenetrinitramine (RDX) in a Child: A Clinical and Pharmacokinetic Evaluation". Journal of Toxicology: Clinical Toxicology. 24 (4): 305–319. doi:10.3109/15563658608992595. PMID 3746987.
  75. ^ Faust, Rosmarie A. (December 1994) . Oak Ridge National Laboratory
  76. ^ Smith, Jordan N.; Liu, Jun; Espino, Marina A.; Cobb, George P. (2007). "Age dependent acute oral toxicity of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) and two anaerobic N-nitroso metabolites in deer mice (Peromyscus maniculatus)". Chemosphere. 67 (11): 2267–73. Bibcode:2007Chmsp..67.2267S. doi:10.1016/j.chemosphere.2006.12.005. PMID 17275885.
  77. ^ Pan, Xiaoping; San Francisco, Michael J.; Lee, Crystal; Ochoa, Kelly M.; Xu, Xiaozheng; Liu, Jun; Zhang, Baohong; Cox, Stephen B.; Cobb, George P. (2007). "Examination of the mutagenicity of RDX and its N-nitroso metabolites using the Salmonella reverse mutation assay". Mutation Research/Genetic Toxicology and Environmental Mutagenesis. 629 (1): 64–9. doi:10.1016/j.mrgentox.2007.01.006. PMID 17360228.
  78. ^ Muhly, Robert L. (December 2001) . U.S. Army Center for Health Promotion and Preventive Medicine (CHPPM) "white paper"
  79. ^ "Hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) (CASRN 121-82-4)". epa.gov. Retrieved January 1, 2014.
  80. ^ Newell, Charles (August 2008). . GSI Environmental, Inc.
  81. ^ Klapötke, Thomas M. (2012). Chemistry of high-energy materials (Second ed.). Berlin [u.a.]: De Gruyter. ISBN 978-311027358-8.
  82. ^ Lustgarten, Abrahm, Canadian Research Adds to Worry Over an Environmental Threat the Pentagon Has Downplayed for Decades, a study released late last year gives environmental experts a way to quantify how much RDX, a chemical used in military explosives, is spreading into surrounding communities, Propublica, January 9, 2018
  83. ^ Bodeau, Donald T. (2000). "Chapter 9. Military Energetic Materials: Explosives and propellants". Disease and the Environment. Government Printing Office. CiteSeerX 10.1.1.222.8866.
  84. ^ Hawari, J.; Beaudet, S.; Halasz, A.; Thiboutot, S.; Ampleman, G. (2000). "Microbial degradation of explosives: biotransformation versus mineralization". Applied Microbiology and Biotechnology. 54 (5): 605–618. doi:10.1007/s002530000445. PMID 11131384. S2CID 22362850.
  85. ^ Panz, K.; Miksch, K. (December 2012). "Phytoremediation of explosives (TNT, RDX, HMX) by wild-type and transgenic plants". Journal of Environmental Management. 113: 85–92. doi:10.1016/j.jenvman.2012.08.016. PMID 22996005.
  86. ^ Low, Darryl; Tan, Kui; Anderson, Todd; Cobb, George P.; Liu, Jun; Jackson, W. Andrew (2008). "Treatment of RDX using down-flow constructed wetland mesocosms". Ecological Engineering. 32 (1): 72–80. doi:10.1016/j.ecoleng.2007.09.005.
  87. ^ "FOX-7 for Insensitive Boosters Merran A. Daniel, Phil J. Davies and Ian J. Lochert" (PDF). (PDF) from the original on March 3, 2017.
  88. ^ "Fox-7 EURENCO Indeed, DADNE (FOX-7) has been shown to increase the burning rate in propellants more than RDX does, which is very interesting in high performance propellants.".

Bibliography

  • Baxter III, James Phinney (1968) [1946], Scientists Against Time (MIT Paperback ed.), Cambridge, MA: MIT Press, ISBN 978-0-262-52012-6, OCLC 476611116
  • Elderfield, Robert C. (1960), Werner Emanual Bachmann: 1901–1951 (PDF), Washington DC: National Academy of Sciences, (PDF) from the original on June 17, 2011
  • MacDonald and Mack Partnership (August 1984), (PDF), National Park Service, AD-A175 818, archived from the original (PDF) on April 29, 2011
  • Urbański, Tadeusz (1967), Laverton, Silvia (ed.), Chemistry and Technology of Explosives, vol. III, translated by Jureck, Marian (First English ed.), Warszawa: PWN – Polish Scientific Publishers and Pergamon Press, OCLC 499857211. See also ISBN 978-0-08-010401-0.
  • Urbański translation openlibrary.org, Macmillan, NY, 1964, ISBN 0-08-026206-6.

Further reading

  • Agrawal, Jai Prakhash; Hodgson, Robert Dale (2007), Organic Chemistry of Explosives, Wiley, ISBN 978-0-470-02967-1
  • US 2680671, Bachmann, Werner E., "Method of Treating Cyclonite Mixtures", published July 16, 1943, issued June 8, 1954 
  • US 2798870, Bachmann, Werner E., "Method for Preparing Explosives", published July 16, 1943, issued July 9, 1957 
  • Baxter, Colin F. (2018), The Secret History of RDX: The Super-Explosive That Helped Win World War II., Lexington: University of Kentucky Press, ISBN 978-0-8131-7528-7
  • Cooper, Paul W. (1996), Explosives Engineering, New York: Wiley-VCH, ISBN 0-471-18636-8
  • Hale, George C. (1925), "The Nitration of Hexamethylenetetramine", Journal of the American Chemical Society, 47 (11): 2754–2763, doi:10.1021/ja01688a017
  • Meyer, Rudolf (1987), Explosives (3rd ed.), VCH Publishers, ISBN 0-89573-600-4

External links

  • . leads to that shows some military specifications.
  • NLM Hazardous Substances Databank (US) – Cyclonite (RDX)
  • CDC – NIOSH Pocket Guide to Chemical Hazards
  • GlobalSecurity.org, Explosives – Compositions, Alexandria, VA: GlobalSecurity.org, retrieved September 1, 2010
  • nla.gov.au, Army News (Darwin, NT), October 2, 1943, p 3. "Britain's New Explosive: Experts Killed in Terrific Blast", uses "Research Department formula X"
  • nla.gov.au, The Courier-Mail (Brisbane, Qld.), September 27, 1943, p 1.

other, uses, disambiguation, abbreviation, research, department, explosive, hexogen, among, other, names, organic, compound, with, formula, o2n2ch2, white, solid, without, smell, taste, widely, used, explosive, chemically, classified, nitroamine, alongside, wh. For other uses see RDX disambiguation RDX abbreviation of Research Department eXplosive or hexogen 3 among other names is an organic compound with the formula O2N2CH2 3 It is a white solid without smell or taste widely used as an explosive 4 Chemically it is classified as a nitroamine alongside HMX which is a more energetic explosive than TNT It was used widely in World War II and remains common in military applications RDX RDX crystalNamesPreferred IUPAC name 1 3 5 Trinitro 1 3 5 triazinaneOther names 1 3 5 Trinitroperhydro 1 3 5 triazineRDXcyclonite hexogen1 3 5 Trinitro 1 3 5 triazacyclohexane1 3 5 Trinitrohexahydro s triazineCyclotrimethylenetrinitramineHexahydro 1 3 5 trinitro s triazineTrimethylenetrinitraminehexolite 1 IdentifiersCAS Number 121 82 4 Y3D model JSmol Interactive imageChEBI CHEBI 24556 YChemSpider 8177 YECHA InfoCard 100 004 092PubChem CID 8490UNII W91SSV5831 YUN number 0072 0391 0483CompTox Dashboard EPA DTXSID9024142InChI InChI 1S C3H6N6O6 c10 7 11 4 1 5 8 12 13 3 6 2 4 9 14 15 h1 3H2 YKey XTFIVUDBNACUBN UHFFFAOYSA N YInChI 1 C3H6N6O6 c10 7 11 4 9 5 8 12 13 3 6 2 4 9 14 15 h1 3H2Key XTFIVUDBNACUBN UHFFFAOYAYSMILES C1N CN CN1 N O O N O O N O O PropertiesChemical formula C 3H 6N 6O 6Molar mass 222 117 g mol 1Appearance Colorless or yellowish crystalsDensity 1 858 g cm3Melting point 205 5 C 401 9 F 478 6 K Boiling point 234 C 453 F 507 K Solubility in water insoluble 2 Explosive dataShock sensitivity LowFriction sensitivity LowDetonation velocity 8750 m sRE factor 1 60HazardsOccupational safety and health OHS OSH Main hazards Explosive detonates on contact with mercury fulminate 2 highly toxicGHS labelling PictogramsSignal word DangerHazard statements H201 H301 H370 H373Precautionary statements P210 P250 P280 P370 P372 P373 P501NFPA 704 fire diamond 312Flash point Explosive 2 Lethal dose or concentration LD LC LD50 median dose 100 mg kgNIOSH US health exposure limits PEL Permissible none 2 REL Recommended TWA 1 5 mg m3 ST 3 mg m3 skin 2 IDLH Immediate danger N D 2 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references RDX is often used in mixtures with other explosives and plasticizers or phlegmatizers desensitizers it is the explosive agent in C 4 plastic explosive It is stable in storage and is considered one of the most energetic and brisant of the military high explosives 5 with a relative effectiveness factor of 1 60 Contents 1 Name 2 Usage 3 Synthesis 4 History 4 1 Germany 4 2 UK 4 3 Canada 4 4 UK U S and Canadian production and development 4 4 1 Woolwich method 4 4 2 Bachmann process 4 5 Military compositions 4 6 Terrorism 5 Stability 6 Toxicity 7 Civilian use 8 Biodegradation 9 Alternatives 10 See also 11 References 12 Bibliography 13 Further reading 14 External linksName EditRDX is also known but less commonly as cyclonite hexogen particularly in Russian French German and German influenced languages T4 and chemically as cyclotrimethylenetrinitramine 6 In the 1930s the Royal Arsenal Woolwich started investigating cyclonite to use against German U boats that were being built with thicker hulls The goal was to develop an explosive more energetic than TNT For security reasons Britain termed cyclonite Research Department Explosive R D X 7 The term RDX appeared in the United States in 1946 8 The first public reference in the United Kingdom to the name RDX or R D X to use the official title appeared in 1948 its authors were the managing chemist ROF Bridgwater the chemical research and development department Woolwich and the director of Royal Ordnance Factories Explosives again it was referred to as simply RDX 9 Usage EditThis section needs additional citations for verification Please help improve this article by adding citations to reliable sources Unsourced material may be challenged and removed January 2021 Learn how and when to remove this template message Armourers prepare to load 1 000 lb 450 kg Medium Capacity bombs into the bomb bay of an Avro Lancaster B Mark III of No 106 Squadron RAF at RAF Metheringham before a major night raid on Frankfurt The stencilled lettering around the circumference of each bomb reads RDX TNT RDX was widely used during World War II often in explosive mixtures with TNT such as Torpex Composition B Cyclotols and H6 RDX was used in one of the first plastic explosives The bouncing bomb depth charges used in the Dambusters Raid each contained 6 600 pounds 3 000 kg of Torpex 10 The Tallboy and Grand Slam bombs designed by Wallis also used Torpex RDX is believed to have been used in many bomb plots including terrorist plots RDX is the base for a number of common military explosives Composition A Granular explosive consisting of RDX and plasticizing wax such as composition A 3 91 RDX coated with 9 wax 11 and composition A 5 98 5 to 99 1 RDX coated with 0 95 to 1 54 stearic acid 12 Composition B Castable mixtures of 59 5 RDX and 39 4 TNT with 1 wax as desensitizer 13 Composition C The original composition C was used in World War II but there have been subsequent variations including C 2 C 3 and C 4 C 4 consists of RDX 91 a plasticizer dioctyl sebacate 5 3 and a binder which is usually polyisobutylene 2 1 and oil 1 6 14 Composition CH 6 97 5 RDX 1 5 calcium stearate 0 5 polyisobutylene and 0 5 graphite 15 DBX Depth Bomb Explosive Castable mixture consisting of 21 RDX 21 ammonium nitrate 40 TNT and 18 powdered aluminium developed during World War II it was to be used in underwater munitions as a substitute for Torpex employing only half the amount of then scarce RDX 5 16 as the supply of RDX became more adequate however the mixture was shelved Cyclotol Castable mixture of RDX 50 80 with TNT 20 50 designated by the amount of RDX TNT such as Cyclotol 70 30 HBX Castable mixtures of RDX TNT powdered aluminium and D 2 wax with calcium chloride H 6 Castable mixture of RDX TNT powdered aluminum and paraffin wax used as a phlegmatizing agent PBX RDX is also used as a major component of many polymer bonded explosives PBX RDX based PBXs typically consist of RDX and at least thirteen different polymer co polymer binders 17 Examples of RDX based PBX formulations include but are not limited to PBX 9007 PBX 9010 PBX 9205 PBX 9407 PBX 9604 PBXN 106 PBXN 3 PBXN 6 PBXN 10 PBXN 201 PBX 0280 PBX Type I PBXC 116 PBXAF 108 etc citation needed Semtex trade name Plastic demolition explosive containing RDX and PETN as major energetic components 18 Torpex 42 RDX 40 TNT and 18 powdered aluminium the mixture was designed during World War II and used mainly in underwater ordnance 19 Outside military applications RDX is also used in controlled demolition to raze structures 20 The demolition of the Jamestown Bridge in the U S state of Rhode Island was one instance where RDX shaped charges were used to remove the span 21 Synthesis EditRDX is classified by chemists as a hexahydro 1 3 5 triazine derivative In laboratory settings industrial routes are described below separately it is obtained by treating hexamine with white fuming nitric acid 22 This nitrolysis reaction also produces methylene dinitrate ammonium nitrate and water as byproducts The overall reaction is 22 C6H12N4 10 HNO3 C3H6N6O6 3 CH2 ONO2 2 NH4NO3 3 H2OModern syntheses employ hexahydro triacyl triazine as it avoids formation of HMX 23 History EditRDX was used by both sides in World War II The U S produced about 15 000 long tons 15 000 t per month during WWII and Germany about 7 100 tonnes 7 000 long tons per month 24 RDX had the major advantages of possessing greater explosive force than TNT used in World War I and requiring no additional raw materials for its manufacture 24 Germany Edit RDX was reported in 1898 by Georg Friedrich Henning who obtained a German patent patent No 104280 for its manufacture by nitrolysis of hexamine hexamethylenetetramine with concentrated nitric acid 25 26 In this patent the medical properties of RDX were mentioned however three further German patents obtained by Henning in 1916 proposed its use in smokeless propellants 25 The German military started investigating its use in 1920 referring to it as hexogen 27 Research and development findings were not published further until Edmund von Herz 28 described as an Austrian and later a German citizen obtained a British patent in 1921 29 and a United States patent in 1922 30 Both patent claims were initiated in Austria and described the manufacture of RDX by nitrating hexamethylenetetramine 29 30 The British patent claims included the manufacture of RDX by nitration its use with or without other explosives its use as a bursting charge and as an initiator 29 The U S patent claim was for the use of a hollow explosive device containing RDX and a detonator cap containing RDX 30 In the 1930s Germany developed improved production methods 27 During World War II Germany used the code names W Salt SH Salt K method the E method and the KA method These names represented the identities of the developers of the various chemical routes to RDX The W method was developed by Wolfram in 1934 and gave RDX the code name W Salz It used sulfamic acid formaldehyde and nitric acid 31 SH Salz SH salt was from Schnurr who developed a batch process in 1937 38 based on nitrolysis of hexamine 32 The K method from Knoffler involved addition of ammonium nitrate to the hexamine nitric acid process 33 The E method developed by Ebele proved to be identical to the Ross and Schiessler process described below 34 The KA method also developed by Knoffler turned out to be identical to the Bachmann process described below 35 The explosive shells fired by the MK 108 cannon and the warhead of the R4M rocket both used in Luftwaffe fighter aircraft as offensive armament both used hexogen as their explosive base 36 UK Edit In the United Kingdom UK RDX was manufactured from 1933 by the research department in a pilot plant at the Royal Arsenal in Woolwich London a larger pilot plant being built at the RGPF Waltham Abbey just outside London in 1939 37 38 In 1939 a twin unit industrial scale plant was designed to be installed at a new 700 acre 280 ha site ROF Bridgwater away from London and production of RDX started at Bridgwater on one unit in August 1941 37 39 The ROF Bridgwater plant brought in ammonia and methanol as raw materials the methanol was converted to formaldehyde and some of the ammonia converted to nitric acid which was concentrated for RDX production 9 The rest of the ammonia was reacted with formaldehyde to produce hexamine The hexamine plant was supplied by Imperial Chemical Industries It incorporated some features based on data obtained from the United States U S 9 RDX was produced by continually adding hexamine and concentrated nitric acid to a cooled mixture of hexamine and nitric acid in the nitrator 9 The RDX was purified and processed for its intended use recovery and reuse of some methanol and nitric acid also was carried out 9 The hexamine nitration and RDX purification plants were duplicated i e twin unit to provide some insurance against loss of production due to fire explosion or air attack 37 The United Kingdom and British Empire were fighting without allies against Nazi Germany until the middle of 1941 and had to be self sufficient At that time 1941 the UK had the capacity to produce 70 long tons 71 t 160 000 lb of RDX per week both Canada an allied country and self governing dominion within the British Empire and the U S were looked upon to supply ammunition and explosives including RDX 40 By 1942 the Royal Air Force s annual requirement was forecast to be 52 000 long tons 53 000 t of RDX much of which came from North America Canada and the U S 39 Canada Edit A different method of production to the Woolwich process was found and used in Canada possibly at the McGill University department of chemistry This was based on reacting paraformaldehyde and ammonium nitrate in acetic anhydride 41 A UK patent application was made by Robert Walter Schiessler Pennsylvania State University and James Hamilton Ross McGill Canada in May 1942 the UK patent was issued in December 1947 42 Gilman states that the same method of production had been independently discovered by Ebele in Germany prior to Schiessler and Ross but that this was not known by the Allies 25 41 Urbanski provides details of five methods of production and he refers to this method as the German E method 34 UK U S and Canadian production and development Edit At the beginning of the 1940s the major U S explosive manufacturers E I du Pont de Nemours amp Company and Hercules had several decades of experience of manufacturing trinitrotoluene TNT and had no wish to experiment with new explosives U S Army Ordnance held the same viewpoint and wanted to continue using TNT 43 RDX had been tested by Picatinny Arsenal in 1929 and it was regarded as too expensive and too sensitive 40 The Navy proposed to continue using ammonium picrate 43 In contrast the National Defense Research Committee NDRC who had visited The Royal Arsenal Woolwich thought new explosives were necessary 43 James B Conant chairman of Division B wished to involve academic research into this area Conant therefore set up an experimental explosives research laboratory at the Bureau of Mines Bruceton Pennsylvania using Office of Scientific Research and Development OSRD funding 40 Woolwich method Edit In 1941 the UK s Tizard Mission visited the U S Army and Navy departments and part of the information handed over included details of the Woolwich method of manufacture of RDX and its stabilisation by mixing it with beeswax 40 The UK was asking that the U S and Canada combined supply 220 short tons 200 t 440 000 lb of RDX per day 40 A decision was taken by William H P Blandy chief of the Bureau of Ordnance to adopt RDX for use in mines and torpedoes 40 Given the immediate need for RDX the U S Army Ordnance at Blandy s request built a plant that copied the equipment and process used at Woolwich The result was the Wabash River Ordnance Works run by E I du Pont de Nemours amp Company 44 At that time this works had the largest nitric acid plant in the world 40 The Woolwich process was expensive it needed 11 pounds 5 0 kg of strong nitric acid for every pound of RDX 45 By early 1941 the NDRC was researching new processes 45 The Woolwich or direct nitration process has at least two serious disadvantages 1 it used large amounts of nitric acid and 2 at least one half of the formaldehyde is lost One mole of hexamethylenetetramine could produce at most one mole of RDX 46 At least three laboratories with no previous explosive experience were instructed to develop better production methods for RDX they were based at Cornell Michigan and Pennsylvania State universities 40 47 Werner Emmanuel Bachmann from Michigan successfully developed the combination process by combining the Ross and Schiessler process used in Canada aka the German E method with direct nitration 35 40 The combination process required large quantities of acetic anhydride instead of nitric acid in the old British Woolwich process Ideally the combination process could produce two moles of RDX from each mole of hexamethylenetetramine 46 The vast production of RDX could not continue to rely on the use of natural beeswax to desensitize the RDX A substitute stabilizer based on petroleum was developed at the Bruceton Explosives Research Laboratory 40 Bachmann process Edit The NDRC instructed three companies to develop pilot plants They were the Western Cartridge Company E I du Pont de Nemours amp Company and Tennessee Eastman Company part of Eastman Kodak 40 At the Eastman Chemical Company TEC a leading manufacturer of acetic anhydride Werner Emmanuel Bachmann developed a continuous flow process for RDX utilizing an ammonium nitrate nitric acid mixture as a nitrating agent in a medium of acetic acid and acetic anhydride RDX was crucial to the war effort and the current batch production process was too slow In February 1942 TEC began producing small amounts of RDX at its Wexler Bend pilot plant which led to the U S government authorizing TEC to design and build Holston Ordnance Works H O W in June 1942 By April 1943 RDX was being manufactured there 48 At the end of 1944 the Holston plant and the Wabash River Ordnance Works which used the Woolwich process were producing 25 000 short tons 23 000 t 50 million pounds of Composition B per month 49 The U S Bachmann process for RDX was found to be richer in HMX than the United Kingdom s RDX citation needed This later led to a RDX plant using the Bachmann process being set up at ROF Bridgwater in 1955 to produce both RDX and HMX citation needed Military compositions Edit The United Kingdom s intention in World War II was to use desensitised RDX In the original Woolwich process RDX was phlegmatized with beeswax but later paraffin wax was used based on the work carried out at Bruceton In the event the UK was unable to obtain sufficient RDX to meet its needs some of the shortfall was met by substituting amatol a mixture of ammonium nitrate and TNT 39 Karl Donitz was reputed to have claimed that an aircraft can no more kill a U boat than a crow can kill a mole 50 Nonetheless by May 1942 Wellington bombers began to deploy depth charges containing Torpex a mixture of RDX TNT and aluminium which had up to 50 percent more destructive power than TNT filled depth charges 50 Considerable quantities of the RDX TNT mixture were produced at the Holston Ordnance Works with Tennessee Eastman developing an automated mixing and cooling process based around the use of stainless steel conveyor belts 51 Terrorism Edit A Semtex bomb was used in the Pan Am Flight 103 known also as the Lockerbie bombing in 1988 52 A belt laden with 700 g 1 5 lb of RDX explosives tucked under the dress of the assassin was used in the assassination of former Indian prime minister Rajiv Gandhi in 1991 53 The 1993 Bombay bombings used RDX placed into several vehicles as bombs RDX was the main component used for the 2006 Mumbai train bombings and the Jaipur bombings in 2008 54 55 It also is believed to be the explosive used in the 2010 Moscow Metro bombings 56 Traces of RDX were found on pieces of wreckage from 1999 Russian apartment bombings 57 58 and 2004 Russian aircraft bombings 59 Further reports on the bombs used in the 1999 apartment bombings indicated that while RDX was not a part of the main charge each bomb contained plastic explosive used as a booster charge 60 61 Ahmed Ressam the al Qaeda Millennium Bomber used a small quantity of RDX as one of the components in the bomb that he prepared to detonate in Los Angeles International Airport on New Year s Eve 1999 2000 the bomb could have produced a blast forty times greater than that of a devastating car bomb 62 63 In July 2012 the Kenyan government arrested two Iranian nationals and charged them with illegal possession of 15 kilograms 33 pounds of RDX According to the Kenyan Police the Iranians planned to use the RDX for attacks on Israeli US UK and Saudi Arabian targets 64 RDX was used in the assassination of Lebanese Prime Minister Rafic Hariri on February 14 2005 65 In the 2019 Pulwama attack in India 250 kg of high grade RDX was used by Jaish e Mohammed The attack resulted in the deaths of 44 Central Reserve Police Force CRPF personnel as well as the attacker 66 Stability EditRDX has a high nitrogen content and a high oxygen to carbon ratio O C ratio both of which indicate its explosive potential for formation of N2 and CO2 RDX undergoes a deflagration to detonation transition DDT in confinement and certain circumstances 67 The velocity of detonation of RDX at a density of 1 76 g cm3 is 8750 m s citation needed It starts to decompose at approximately 170 C and melts at 204 C At room temperature it is very stable It burns rather than explodes It detonates only with a detonator being unaffected even by small arms fire This property makes it a useful military explosive It is less sensitive than pentaerythritol tetranitrate PETN Under normal conditions RDX has a Figure of Insensitivity of exactly 80 RDX defines the reference point citation needed RDX sublimes in vacuum which restricts or prevents its use in some applications 68 RDX when exploded in air has about 1 5 times the explosive energy of TNT per unit weight and about 2 0 times per unit volume 51 69 RDX is insoluble in water with solubility 0 05975 g L at temperature of 25 C 70 Toxicity EditThe substance s toxicity has been studied for many years 71 RDX has caused convulsions seizures in military field personnel ingesting it and in munition workers inhaling its dust during manufacture At least one fatality was attributed to RDX toxicity in a European munitions manufacturing plant 72 During the Vietnam War at least 40 American soldiers were hospitalized with composition C 4 which is 91 RDX intoxication from December 1968 to December 1969 C 4 was frequently used by soldiers as a fuel to heat food and the food was generally mixed by the same knife that was used to cut C 4 into small pieces prior to burning Soldiers were exposed to C 4 either due to inhaling the fumes or due to ingestion made possible by many small particles adhering to the knife having been deposited into the cooked food The symptom complex involved nausea vomiting generalized seizures and prolonged postictal confusion and amnesia which indicated toxic encephalopathy 73 Oral toxicity of RDX depends on its physical form in rats the LD50 was found to be 100 mg kg for finely powdered RDX and 300 mg kg for coarse granular RDX 72 A case has been reported of a human child hospitalized in status epilepticus following the ingestion of 84 82 mg kg dose of RDX or 1 23 g for the patient s body weight of 14 5 kg in the plastic explosive form 74 The substance has low to moderate toxicity with a possible human carcinogen classification 75 76 77 Further research is ongoing however and this classification may be revised by the United States Environmental Protection Agency EPA 78 79 Remediating RDX contaminated water supplies has proven to be successful 80 It is known to be a kidney toxin in humans and highly toxic to earthworms and plants thus army testing ranges where RDX was used heavily may need to undergo environmental remediation 81 Concerns have been raised by research published in late 2017 indicating that the issue has not been addressed correctly by U S officials 82 Civilian use EditRDX has been used as a rodenticide 83 Biodegradation EditRDX is degraded by the organisms in sewage sludge as well as the fungus Phanaerocheate chrysosporium 84 Both wild and transgenic plants can phytoremediate explosives from soil and water 85 86 Alternatives EditFOX 7 is considered to be approximately a 1 to 1 replacement for RDX in almost all applications 87 88 See also EditRussian apartment bombingsReferences Edit Hexolite CAS Number 82030 42 0 a b c d e f NIOSH Pocket Guide to Chemical Hazards 0169 National Institute for Occupational Safety and Health NIOSH RDX explosive britannica com Retrieved September 27 2021 Field Simon Quellen July 1 2017 Boom The Chemistry and History of Explosives Chicago Review Press pp 89 94 ISBN 978 1613738054 a b Department of the Army Technical Manual TM 9 1300 214 Military Explosives Headquarters Department of the Army United States 1989 Davis Tenney L 1943 The Chemistry of Powder and Explosives vol II New York John Wiley amp Sons Inc p 396 MacDonald and Mack Partnership 1984 p 18 Baxter III 1968 pp 27 42 255 259 a b c d e Simmons W H Forster A Bowden R C August 1948 The Manufacture of R D X in Great Britain Part II Raw Materials and Ancillary Processes The Industrial Chemist 24 530 545 Simmons W H Forster A Bowden R C September 1948 The Manufacture of R D X in Great Britain Part III Production of the Explosive The Industrial Chemist 24 593 601 Sweetman John 2002 The Dambusters Raid London Cassell Military Paperbacks p 144 Pichtel John 2012 Distribution and Fate of Military Explosives and Propellants in Soil A Review Applied and Environmental Soil Science Hindawi 2012 Article ID 617236 3 doi 10 1155 2012 617236 Ritchie Robert March 1984 Tech Report ARLCD TR 84004 Improving Quality and Performance of Leads Loaded with Composition A 5 PDF Dover NJ Large Caliber Weapons Systems Laboratory US Army ARDC p 7 Archived PDF from the original on February 15 2017 Retrieved November 9 2018 DOD March 13 1974 MIL C 401E Composition B Rev C EverySpec p 3 Retrieved November 9 2018 Reardon Michelle R Bender Edward C 2005 Differentiation of Composition C4 Based on the Analysis of the Process Oil Journal of Forensic Sciences Ammendale MD Bureau of Alcohol Tobacco Firearms and Explosives Forensic Science Laboratory 50 3 1 7 doi 10 1520 JFS2004307 ISSN 0022 1198 Hampton L D June 15 1960 The Development of RDX Composition CH 6 PDF White Oak MD U S Naval Ordnance Laboratory NavOrd Report 680 archived from the original PDF on January 19 2012 US Explosive Ordnance Ordnance Pamphlet OP 1664 Vol 1 Washington D C Navy Department Bureau of Ordnance May 28 1947 pp 3 4 OP 1664 states 21 aluminum nitrate but the immediately following text refers to ammonium nitrate Akhavan Jacqueline 2011 The Chemistry of Explosives 3rd ed Cambridge Royal Society of Chemistry p 14 ISBN 978 1 84973 330 4 Retrieved November 15 2018 Semtex PubChem Open Chemistry Database Nat Center for Biotechnology Information US Library of Medicine Retrieved November 15 2018 Pekelney Richard U S Explosive Ordnance 1947 San Francisco Maritime National Park Retrieved April 24 2017 Beebe S M Pherson R H 2011 Cases in Intelligence Analysis Structured Analytic Techniques in Action SAGE Publications p 182 ISBN 978 1 4833 0517 2 Retrieved April 24 2017 Demolition of the Lake Champlain Bridge PDF New York State Department of Transportation December 12 2009 p 13 Retrieved May 1 2018 a b Luo K M Lin S H Chang J G Huang T H 2002 Evaluations of kinetic parameters and critical runaway conditions in the reaction system of hexamine nitric acid to produce RDX in a non isothermal batch reactor Journal of Loss Prevention in the Process Industries 15 2 119 127 doi 10 1016 S0950 4230 01 00027 4 Gilbert E E Leccacorvi J R Warman M June 1 1976 23 The Preparation of RDX from 1 3 5 Triacylhexahydro s triazines In Albright Lyle F Hanson Carl eds Industrial and Laboratory Nitrations ACS Symposium Series Vol 22 pp 327 340 doi 10 1021 bk 1976 0022 ch023 a b Urbanski 1967 p 78 a b c Urbanski 1967 pp 77 119 DE 104280 Henning Georg Friedrich issued June 14 1899 a b Hexogen Archived July 26 2011 at the Wayback Machine economypoint org citing Gartz Jochen 2007 Vom griechischen Feuer zum Dynamit eine Kulturgeschichte der Explosivstoffe From Greek fire to dynamite A cultural history of explosives in German Hamburg E S Mittler amp Sohn ISBN 978 3 8132 0867 2 Urbanski 1967 p 125 credits G C V Herz for the patent but the patentee is Edmund von Herz a b c GB 145791 von Herz Edmund Improvements relating to Explosives issued March 17 1921 a b c US 1402693 von Herz Edmund Explosive issued January 3 1922 Urbanski 1967 pp 107 109 Urbanski 1967 pp 104 105 Urbanski 1967 pp 105 107 a b Urbanski 1967 pp 109 110 a b Urbanski 1967 pp 111 113 Press Merriam 2017 World War 2 In Review No 23 Boeing B 17 Flying Fortress Lulu Press p 17 ISBN 9781387322572 a b c Cocroft Wayne D 2000 Dangerous Energy The archaeology of gunpowder and military explosives manufacture Swindon English Heritage pp 210 211 ISBN 1 85074 718 0 Akhavan Jacqueline 2004 The Chemistry of Explosives Cambridge UK Royal Society of Chemistry ISBN 0 85404 640 2 a b c Hornby William 1958 Factories and Plant History of the Second World War United Kingdom Civil Series London His Majesty s Stationery Office Longmans Green and Co pp 112 114 a b c d e f g h i j k Baxter III 1968 pp 253 239 a b Gilman Henry 1953 The Chemistry of Explosives Organic Chemistry an Advanced Treatise vol III Wiley Chapman amp Hall p 985 GB 595354 Schiessler Robert Walter amp Ross James Hamilton Method of Preparing 1 3 5 Trinitro Hexahydro S Triazine issued December 3 1947 a b c Baxter III 1968 pp 253 254 MacDonald and Mack Partnership 1984 p 19 a b MacDonald and Mack Partnership 1984 p 13 These pages need to be checked Page 13 may actually be page 18 a b Elderfield 1960 p 6 These were not the only laboratories to work on RDX Gilman s 1953 account of the Ross Schiessler method was based on unpublished work from laboratories at the Universities of Michigan Pennsylvania Cornell Harvard Vanderbilt McGill Canada Bristol UK Sheffield UK Pennsylvania State College and the UK s research department Bachmann W E Sheehan John C 1949 A New Method of Preparing the High Explosive RDX Journal of the American Chemical Society 71 5 1842 1845 doi 10 1021 ja01173a092 MacDonald and Mack Partnership 1984 p 32 a b Baxter III 1968 p 42 a b Baxter III 1968 pp 257 amp 259 Bolz F Jr Dudonis K J Schulz D P 2012 The Counterterrorism Handbook Tactics Procedures and Techniques 4th ed Boca Raton FL CRC Press pp 340 341 ISBN 978 1439846704 Ramesh Vinayak February 1 1999 The Nation Terrorism The RDX Files India today com Archived from the original on October 9 2010 Retrieved March 7 2010 Singh Anil October 2 2006 Mumbai The Times of India Archived from the original on October 18 2012 Jaipur blasts RDX used HuJI suspected The Times of India May 14 2008 Archived from the original on August 11 2011 Retrieved May 13 2011 Moscow Metro bombing masterminds will be destroyed BBC News March 29 2010 Retrieved April 2 2010 Debate on Cause of Moscow Blast Heats Up New York Times September 10 1999 Retrieved November 14 2011 U S Senator Ben Cardin Releases Report Detailing Two Decades of Putin s Attacks on Democracy Calling for Policy Changes to Counter Kremlin Threat Ahead of 2018 2020 Elections U S Senator Ben Cardin of Maryland cardin senate gov Archived from the original on February 14 2018 Retrieved January 17 2018 pages 165 171 Explosive Suggests Terrorists Downed Plane Russia Says New York Times August 28 2004 Retrieved November 14 2011 Mironov Ivan September 9 2002 Kto i kak vzryval Moskvu Rossiyskaya Gazeta in Russian FSB O rezultatah rassledovaniya ryada aktov terrorizma in Russian Federal Security Service March 14 2002 U S Court of Appeals for the Ninth Circuit February 2 2010 U S v Ressam PDF Archived from the original PDF on October 4 2012 Retrieved February 27 2010 Complaint U S v Ressam PDF NEFA Foundation December 1999 Archived from the original PDF on March 1 2012 Retrieved February 26 2010 Iranian agents in Kenya planned attacks on Israel US UK Saudi Arabian targets Washington Post July 2 2012 Archived from the original on July 3 2012 Retrieved July 2 2012 Ronen Bergman February 10 2015 The Hezbollah Connection New York Times Archived from the original on January 1 2022 Retrieved February 16 2015 2019 Pulwama attack RDX used The Economic Times February 15 2019 Retrieved February 15 2019 Price D Bernecker R 1977 DDT Behavior of Waxed Mixtures of RDX HMX and Tetryl PDF Naval Surface Weapons Center Archived PDF from the original on December 2 2016 Ewing Robert G Waltman Melanie J Atkinson David A Grate Jay W Hotchkiss Peter J January 1 2013 The vapor pressures of explosives Trends in Analytical Chemistry 42 35 48 doi 10 1016 j trac 2012 09 010 Retrieved August 19 2022 Elderfield 1960 p 8 Yalkowsky S H He Y Jain P 2010 Handbook of aqueous solubility data PDF 2nd ed Boca Raton FL CRC Press p 61 ISBN 9781439802458 Archived PDF from the original on October 16 2012 Annotated Reference Outline for the Toxicological Review of hexahydro 1 3 5 trinitro 1 3 5 triazine RDX U S Environmental Protection Agency November 23 2010 a b Schneider N R Bradley S L Andersen M E March 1977 Toxicology of cyclotrimethylenetrinitramine Distribution and metabolism in the rat and the miniature swine Toxicology and Applied Pharmacology 39 3 531 41 doi 10 1016 0041 008X 77 90144 2 PMID 854927 Ketel W B Hughes J R August 1 1972 Toxic encephalopathy with seizures secondary to ingestion of composition C 4 A clinical and electroencephalographic study Neurology 22 8 871 6 doi 10 1212 WNL 22 8 870 PMID 4673417 S2CID 38403787 Woody R C Kearns G L Brewster M A Turley C P Sharp G B Lake R S 1986 The Neurotoxicity of Cyclotrimethylenetrinitramine RDX in a Child A Clinical and Pharmacokinetic Evaluation Journal of Toxicology Clinical Toxicology 24 4 305 319 doi 10 3109 15563658608992595 PMID 3746987 Faust Rosmarie A December 1994 Toxicity summary for hexahydro 1 3 5 trinitro 1 3 5 triazine RDX Oak Ridge National Laboratory Smith Jordan N Liu Jun Espino Marina A Cobb George P 2007 Age dependent acute oral toxicity of hexahydro 1 3 5 trinitro 1 3 5 triazine RDX and two anaerobic N nitroso metabolites in deer mice Peromyscus maniculatus Chemosphere 67 11 2267 73 Bibcode 2007Chmsp 67 2267S doi 10 1016 j chemosphere 2006 12 005 PMID 17275885 Pan Xiaoping San Francisco Michael J Lee Crystal Ochoa Kelly M Xu Xiaozheng Liu Jun Zhang Baohong Cox Stephen B Cobb George P 2007 Examination of the mutagenicity of RDX and its N nitroso metabolites using the Salmonella reverse mutation assay Mutation Research Genetic Toxicology and Environmental Mutagenesis 629 1 64 9 doi 10 1016 j mrgentox 2007 01 006 PMID 17360228 Muhly Robert L December 2001 Update on the Reevaluation of the Carcinogenic Potential of RDX U S Army Center for Health Promotion and Preventive Medicine CHPPM white paper Hexahydro 1 3 5 trinitro 1 3 5 triazine RDX CASRN 121 82 4 epa gov Retrieved January 1 2014 Newell Charles August 2008 Treatment of RDX amp HMX Plumes Using Mulch Biowalls GSI Environmental Inc Klapotke Thomas M 2012 Chemistry of high energy materials Second ed Berlin u a De Gruyter ISBN 978 311027358 8 Lustgarten Abrahm Canadian Research Adds to Worry Over an Environmental Threat the Pentagon Has Downplayed for Decades a study released late last year gives environmental experts a way to quantify how much RDX a chemical used in military explosives is spreading into surrounding communities Propublica January 9 2018 Bodeau Donald T 2000 Chapter 9 Military Energetic Materials Explosives and propellants Disease and the Environment Government Printing Office CiteSeerX 10 1 1 222 8866 Hawari J Beaudet S Halasz A Thiboutot S Ampleman G 2000 Microbial degradation of explosives biotransformation versus mineralization Applied Microbiology and Biotechnology 54 5 605 618 doi 10 1007 s002530000445 PMID 11131384 S2CID 22362850 Panz K Miksch K December 2012 Phytoremediation of explosives TNT RDX HMX by wild type and transgenic plants Journal of Environmental Management 113 85 92 doi 10 1016 j jenvman 2012 08 016 PMID 22996005 Low Darryl Tan Kui Anderson Todd Cobb George P Liu Jun Jackson W Andrew 2008 Treatment of RDX using down flow constructed wetland mesocosms Ecological Engineering 32 1 72 80 doi 10 1016 j ecoleng 2007 09 005 FOX 7 for Insensitive Boosters Merran A Daniel Phil J Davies and Ian J Lochert PDF Archived PDF from the original on March 3 2017 Fox 7 EURENCO Indeed DADNE FOX 7 has been shown to increase the burning rate in propellants more than RDX does which is very interesting in high performance propellants Bibliography EditBaxter III James Phinney 1968 1946 Scientists Against Time MIT Paperback ed Cambridge MA MIT Press ISBN 978 0 262 52012 6 OCLC 476611116 Elderfield Robert C 1960 Werner Emanual Bachmann 1901 1951 PDF Washington DC National Academy of Sciences archived PDF from the original on June 17 2011 MacDonald and Mack Partnership August 1984 Final Properties Report Newport Army Ammunition Plant PDF National Park Service AD A175 818 archived from the original PDF on April 29 2011 Urbanski Tadeusz 1967 Laverton Silvia ed Chemistry and Technology of Explosives vol III translated by Jureck Marian First English ed Warszawa PWN Polish Scientific Publishers and Pergamon Press OCLC 499857211 See also ISBN 978 0 08 010401 0 Urbanski translation openlibrary org Macmillan NY 1964 ISBN 0 08 026206 6 Further reading EditAgrawal Jai Prakhash Hodgson Robert Dale 2007 Organic Chemistry of Explosives Wiley ISBN 978 0 470 02967 1 US 2680671 Bachmann Werner E Method of Treating Cyclonite Mixtures published July 16 1943 issued June 8 1954 US 2798870 Bachmann Werner E Method for Preparing Explosives published July 16 1943 issued July 9 1957 Baxter Colin F 2018 The Secret History of RDX The Super Explosive That Helped Win World War II Lexington University of Kentucky Press ISBN 978 0 8131 7528 7 Cooper Paul W 1996 Explosives Engineering New York Wiley VCH ISBN 0 471 18636 8 Hale George C 1925 The Nitration of Hexamethylenetetramine Journal of the American Chemical Society 47 11 2754 2763 doi 10 1021 ja01688a017 Meyer Rudolf 1987 Explosives 3rd ed VCH Publishers ISBN 0 89573 600 4External links Edit Wikimedia Commons has media related to RDX ADI Limited Australia Archive org leads to Thales group products page that shows some military specifications NLM Hazardous Substances Databank US Cyclonite RDX CDC NIOSH Pocket Guide to Chemical Hazards GlobalSecurity org Explosives Compositions Alexandria VA GlobalSecurity org retrieved September 1 2010 nla gov au Army News Darwin NT October 2 1943 p 3 Britain s New Explosive Experts Killed in Terrific Blast uses Research Department formula X nla gov au The Courier Mail Brisbane Qld September 27 1943 p 1 Retrieved from https en wikipedia org w index php title RDX amp oldid 1125094889, wikipedia, wiki, book, books, library,

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