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Sesquimustard

Sesquimustard (military code Q) is the organosulfur compound with the formula (ClCH2CH2SCH2)2. Although it is a colorless solid, impure samples are often brown. The compound is a type of mustard gas, a vesicant used as a chemical weapon. From the chemical perspective, the compound is both a thioether and an alkyl chloride.

Sesquimustard
Names
Preferred IUPAC name
1,2-Bis[(2-chloroethyl)sulfanyl]ethane
Other names
Agent Q
TL-86
One-and-one-half mustard
Identifiers
  • 3563-36-8 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 18025
  • 19092
UNII
  • 5Y1NV229PO
  • DTXSID7074793
  • InChI=1S/C6H12Cl2S2/c7-1-3-9-5-6-10-4-2-8/h1-6H2
    Key: AMGNHZVUZWILSB-UHFFFAOYSA-N
  • C(CSCCCl)SCCCl
Properties
C6H12Cl2S2
Molar mass 219.18 g·mol−1
Appearance white solid (impure samples: pale brown)
Melting point 56.5 °C (133.7 °F; 329.6 K)
Insoluble, slowly degrades
Solubility Alcohols, hydrocarbons, lipids, ethers, THF
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Because sesquimustard is a solid at room temperature, it is not as easily deployed as related liquid mustards. It was only ever deployed as mixtures with the original mustard, with phosgene, or as a solution. Since 1997, it has been listed under Schedule I of the Chemical Weapons Convention, as a substance with few uses outside of chemical warfare[1][2][3] (although since then, it has been found to be useful in chemotherapy).[4]

See also edit

References edit

  1. ^ Vocci, Frank J.; Ballard, Thomas A.; Yevich, Paul; Punte, Charles L. (1963). "Inhalation toxicity studies with aerosols of sesqui-mustard". Toxicology and Applied Pharmacology. 5 (6): 677–684. doi:10.1016/0041-008X(63)90061-9. PMID 14082474. S2CID 2261517.
  2. ^ Gupta, A.K.; Dubey, D.K.; Kaushik, M.P. (2007). "A simple and economical chemical neutralization method for the destruction of sulfur mustard and its analogues". Journal of Hazardous Materials. 139 (1): 154–159. Bibcode:2007JHzM..139..154G. doi:10.1016/j.jhazmat.2006.06.016. PMID 16846683. S2CID 36625534.
  3. ^ Blum, Marc-Michael; Richter, Annika; Siegert, Markus; Thiermann, Horst; John, Harald (2020). "Adduct of the blistering warfare agent sesquimustard with human serum albumin and its mass spectrometric identification for biomedical verification of exposure". Analytical and Bioanalytical Chemistry. 412 (28): 7723–7737. doi:10.1007/s00216-020-02917-w. PMC 7550388. PMID 32902690. S2CID 221542205.
  4. ^ Smith, Susan L. (27 February 2017). "War! What is it good for? Mustard gas medicine". CMAJ. 189 (8): E321–E322. doi:10.1503/cmaj.161032. PMC 5325736. PMID 28246228.


sesquimustard, military, code, organosulfur, compound, with, formula, clch2ch2sch2, although, colorless, solid, impure, samples, often, brown, compound, type, mustard, vesicant, used, chemical, weapon, from, chemical, perspective, compound, both, thioether, al. Sesquimustard military code Q is the organosulfur compound with the formula ClCH2CH2SCH2 2 Although it is a colorless solid impure samples are often brown The compound is a type of mustard gas a vesicant used as a chemical weapon From the chemical perspective the compound is both a thioether and an alkyl chloride Sesquimustard Names Preferred IUPAC name 1 2 Bis 2 chloroethyl sulfanyl ethane Other names Agent QTL 86One and one half mustard Identifiers CAS Number 3563 36 8 Y 3D model JSmol Interactive image ChemSpider 18025 PubChem CID 19092 UNII 5Y1NV229PO CompTox Dashboard EPA DTXSID7074793 InChI InChI 1S C6H12Cl2S2 c7 1 3 9 5 6 10 4 2 8 h1 6H2Key AMGNHZVUZWILSB UHFFFAOYSA N SMILES C CSCCCl SCCCl Properties Chemical formula C 6H 12Cl 2S 2 Molar mass 219 18 g mol 1 Appearance white solid impure samples pale brown Melting point 56 5 C 133 7 F 329 6 K Solubility in water Insoluble slowly degrades Solubility Alcohols hydrocarbons lipids ethers THF Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Because sesquimustard is a solid at room temperature it is not as easily deployed as related liquid mustards It was only ever deployed as mixtures with the original mustard with phosgene or as a solution Since 1997 it has been listed under Schedule I of the Chemical Weapons Convention as a substance with few uses outside of chemical warfare 1 2 3 although since then it has been found to be useful in chemotherapy 4 See also editHalf mustard HN3 nitrogen mustard O Mustard Selenium mustardReferences edit Vocci Frank J Ballard Thomas A Yevich Paul Punte Charles L 1963 Inhalation toxicity studies with aerosols of sesqui mustard Toxicology and Applied Pharmacology 5 6 677 684 doi 10 1016 0041 008X 63 90061 9 PMID 14082474 S2CID 2261517 Gupta A K Dubey D K Kaushik M P 2007 A simple and economical chemical neutralization method for the destruction of sulfur mustard and its analogues Journal of Hazardous Materials 139 1 154 159 Bibcode 2007JHzM 139 154G doi 10 1016 j jhazmat 2006 06 016 PMID 16846683 S2CID 36625534 Blum Marc Michael Richter Annika Siegert Markus Thiermann Horst John Harald 2020 Adduct of the blistering warfare agent sesquimustard with human serum albumin and its mass spectrometric identification for biomedical verification of exposure Analytical and Bioanalytical Chemistry 412 28 7723 7737 doi 10 1007 s00216 020 02917 w PMC 7550388 PMID 32902690 S2CID 221542205 Smith Susan L 27 February 2017 War What is it good for Mustard gas medicine CMAJ 189 8 E321 E322 doi 10 1503 cmaj 161032 PMC 5325736 PMID 28246228 nbsp This article about chemical compounds is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Sesquimustard amp oldid 1223103787, wikipedia, wiki, book, books, library,

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