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|Section2= }} Bromochlorofluoromethane or fluorochlorobromomethane, is a chemical compound and trihalomethane deriative with the chemical formula CHBrClF. As one of the simplest possible stable chiral compounds, it is useful for fundamental research into this area of chemistry.〔Kenneth L. Berry and Julian M. Sturtevant. Fluorochlorobromomethane. ''Journal of the American Chemical Society'' 1942; 64(7): 1599-1600. DOI: 10.1021/ja01259a031〕 However its relative instability to hydrolysis,〔Thomas L. Gilchrist. Comprehensive Organic Functional Group Transformations. Volume 6. Synthesis: Carbon with Three or Four Attached Heteroatoms. p228. Pergamon / Elsevier, 1995. ISBN 0-08-042704-9〕 and lack of suitable functional groups, made separation of the enantiomers of bromochlorofluoromethane especially challenging,〔Michael K. Hargreaves and Borzoo Modarai. An optically active haloform: (+)-bromochlorofluoromethane. ''J. Chem. Soc. D''; 1969: 16-16. DOI: 10.1039/C29690000016〕 and this was not accomplished until almost a century after it was first synthesised, though it has now been done by a variety of methods.〔Canceill J, Lacombe L, Collet A. Analytical optical resolution of bromochlorofluoromethane by enantioselective inclusion into a tailor-made cryptophane and determination of its maximum rotation. ''J Am Chem Soc'' 1985; 107: 6993–6996.〕〔Doyle TR, Vogl O. Bromochlorofluoromethane and deuteriobromochlorofluoromethane of high optical purity. ''J. Am. Chem. Soc''. 1989; 111(22):8510–8511. DOI: 10.1021/ja00204a029〕〔Heiko Grosenick, Volker Schurig, Jeanne Costante, André Collet. Gas chromatographic enantiomer separation of bromochlorofluoromethane. ''Tetrahedron: Asymmetry'' January 1995; 6(1):87–88. doi:10.1016/0957-4166(94)00358-I〕〔Polavarapu PL. The absolute configuration of bromochlorofluoromethane. ''Angew Chem Int Ed Engl''. 2002 Dec 2;41(23):4544-6. PMID 12458533〕〔Pitzer M, Kunitski M, Johnson AS, Jahnke T, Sann H, Sturm F, Schmidt LP, Schmidt-Böcking H, Dörner R, Stohner J, Kiedrowski J, Reggelin M, Marquardt S, Schießer A, Berger R, Schöffler MS. Direct determination of absolute molecular stereochemistry in gas phase by Coulomb explosion imaging. ''Science''. 2013 Sep 6;341(6150):1096-100. doi: 10.1126/science.1240362 PMID 24009390〕 More recent research using bromochlorofluoromethane has focused on its potential use for experimental measurement of parity violation, a major unsolved problem in quantum physics.〔Crassous J, Collet A. The bromochlorofluoromethane saga. ''Enantiomer''. 2000;5(5):429-38. PMID 11143807〕〔Crassous J, Monier F, Dutasta JP, Ziskind M, Daussy C, Grain C, Chardonnet C. Search for resolution of chiral fluorohalogenomethanes and parity-violation effects at the molecular level. ''Chemphyschem''. 2003 Jun 16;4(6):541-8. PMID 12836475〕〔Darquié B, Stoeffler C, Shelkovnikov A, Daussy C, Amy-Klein A, Chardonnet C, Zrig S, Guy L, Crassous J, Soulard P, Asselin P, Huet TR, Schwerdtfeger P, Bast R, Saue T. Progress toward the first observation of parity violation in chiral molecules by high-resolution laser spectroscopy. ''Chirality''. 2010 Nov;22(10):870-84. doi: 10.1002/chir.20911 PMID 20839292〕 ==See also== * Bromochlorodifluoromethane, used in fire extinguishers * Bromochlorofluoroiodomethane, a theoretical derivative with iodine replacing the hydrogen * Chlorofluoroiodomethane, another simple chiral haloform with iodine replacing the bromine 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Bromochlorofluoromethane」の詳細全文を読む スポンサード リンク
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