1,3,5-Trioxane, sometimes also called trioxane or trioxin, is a chemical compound with molecular formula C3H6O3. It is a white, highly water-soluble solid with a chloroform-like odor. It is a stable cyclic trimer of formaldehyde, and one of the three trioxane isomers; its molecular backbone consists of a six-membered ring with three carbon atoms alternating with three oxygen atoms.
Trioxane can be obtained by the acid-catalyzed cyclic trimerization of formaldehyde in concentrated aqueous solution.[2]
Usesedit
Trioxane can be used interchangeably with formaldehyde and with paraformaldehyde,[3][4] however the cyclic structure is more stable and it can require high temperatures in order to react. It is a precursor for the production of polyoxymethylene plastics, of which about one million tons per year are produced.[2] Other applications exploit its tendency to release formaldehyde. As such it is used as a binder in textiles, wood products, etc. Trioxane is combined with hexamine and compressed into solid bars to make hexamine fuel tablets, used by the military and outdoorsmen as a cooking fuel.
In the laboratory, trioxane is used as an anhydrous source of formaldehyde.[5]
^K. Chen; C. S. Brook; A. B. Smith, III (1998). "6,7-Dihydrocyclopenta-1,3-Dioxin-5(4H)-One". Organic Syntheses. 75: 189. doi:10.15227/orgsyn.075.0189.
^D. S. Connor; G. W. Klein; G. N. Taylor; R. K. Boeckman, Jr; J. B. Medwid (1972). "Benzyl Chloromethyl Ether". Organic Syntheses. 52: 16. doi:10.15227/orgsyn.052.0016.
^W. O. Teeters; M. A. Gradsten (1950). "Hexahydro-1,3,5-Tripropionyl-s-Triazine". Organic Syntheses. 30: 51. doi:10.15227/orgsyn.030.0051.
January 01, 1970
trioxane, trioxin, redirects, here, fictional, chemical, return, living, dead, film, series, sometimes, also, called, trioxane, trioxin, chemical, compound, with, molecular, formula, c3h6o3, white, highly, water, soluble, solid, with, chloroform, like, odor, s. Trioxin redirects here For the fictional chemical see Return of the Living Dead film series 1 3 5 Trioxane sometimes also called trioxane or trioxin is a chemical compound with molecular formula C3H6O3 It is a white highly water soluble solid with a chloroform like odor It is a stable cyclic trimer of formaldehyde and one of the three trioxane isomers its molecular backbone consists of a six membered ring with three carbon atoms alternating with three oxygen atoms 1 3 5 Trioxane Names Preferred IUPAC name 1 3 5 Trioxane Other names s Trioxane 1 3 5 Trioxacyclohexane Trioxymethylene Metaformaldehyde Trioxin Identifiers CAS Number 110 88 3 Y 3D model JSmol Interactive image Beilstein Reference 102769 ChEBI CHEBI 38043 Y ChEMBL ChEMBL1495792 ChemSpider 7790 Y ECHA InfoCard 100 003 466 EC Number 203 812 5 Gmelin Reference 2230 PubChem CID 8081 RTECS number YK0350000 UNII 46BNU65YNY Y UN number 1325 CompTox Dashboard EPA DTXSID4021925 InChI InChI 1S C3H6O3 c1 4 2 6 3 5 1 h1 3H2 YKey BGJSXRVXTHVRSN UHFFFAOYSA N Y SMILES O1COCOC1 Properties Chemical formula C 3H 6O 3 Molar mass 90 078 g mol 1 Appearance White crystalline solid Density 1 17 g cm3 65 C 1 Melting point 62 C 144 F 335 K 1 Boiling point 115 C 239 F 388 K 1 Solubility in water 221 g L 1 Hazards GHS labelling Pictograms Signal word Warning Hazard statements H228 H335 H361d Precautionary statements P201 P202 P210 P240 P241 P261 P271 P280 P281 P304 P340 P308 P313 P312 P370 P378 P403 P233 P405 P501 NFPA 704 fire diamond 220 Flash point 45 1 C 113 F 318 K Related compounds Related compounds Formaldehyde1 2 4 Trioxane1 3 5 TrithianePolyoxymethylene 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 Contents 1 Production 2 Uses 3 See also 4 ReferencesProduction editTrioxane can be obtained by the acid catalyzed cyclic trimerization of formaldehyde in concentrated aqueous solution 2 nbsp Uses editTrioxane can be used interchangeably with formaldehyde and with paraformaldehyde 3 4 however the cyclic structure is more stable and it can require high temperatures in order to react It is a precursor for the production of polyoxymethylene plastics of which about one million tons per year are produced 2 Other applications exploit its tendency to release formaldehyde As such it is used as a binder in textiles wood products etc Trioxane is combined with hexamine and compressed into solid bars to make hexamine fuel tablets used by the military and outdoorsmen as a cooking fuel In the laboratory trioxane is used as an anhydrous source of formaldehyde 5 See also editFormaldehyde Paraformaldehyde Dioxane 1 3 5 TrioxanetrioneReferences edit a b c d e Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health a b Reuss Gunther Disteldorf Walter Gamer Armin Otto Hilt Albrecht 2000 Formaldehyde Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a11 619 ISBN 978 3527306732 K Chen C S Brook A B Smith III 1998 6 7 Dihydrocyclopenta 1 3 Dioxin 5 4H One Organic Syntheses 75 189 doi 10 15227 orgsyn 075 0189 D S Connor G W Klein G N Taylor R K Boeckman Jr J B Medwid 1972 Benzyl Chloromethyl Ether Organic Syntheses 52 16 doi 10 15227 orgsyn 052 0016 W O Teeters M A Gradsten 1950 Hexahydro 1 3 5 Tripropionyl s Triazine Organic Syntheses 30 51 doi 10 15227 orgsyn 030 0051 Retrieved from https en wikipedia org w index php title 1 3 5 Trioxane amp oldid 1214346052, wikipedia, wiki, book, books, library,
