Bromochlorofluoromethane or fluorochlorobromomethane, is a chemical compound and
trihalomethane derivative 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.[1] However, its relative instability to
hydrolysis,[2] and lack of suitable
functional groups, made separation of the
enantiomers of bromochlorofluoromethane especially challenging,[3] and this was not accomplished until almost a century after it was first synthesised, in March 2005, though it has now been done by a variety of methods.[4][5][6][7] More recent research using bromochlorofluoromethane has focused on its potential use for experimental measurement of
parity violation, a major unsolved problem in
quantum physics.[8][9][10]
^Berry, Kenneth L.; Sturtevant, Julian M. (1942). "Fluorochlorobromomethane". Journal of the American Chemical Society. 64 (7): 1599–1600.
doi:
10.1021/ja01259a031.
^Thomas L. Gilchrist. Comprehensive Organic Functional Group Transformations. Volume 6. Synthesis: Carbon with Three or Four Attached Heteroatoms. p228. Pergamon / Elsevier, 1995.
ISBN0-08-042704-9
^Hargreaves, Michael K.; Modarai, Borzoo (1969). "An optically active haloform: (+)-bromochlorofluoromethane". Journal of the Chemical Society D: Chemical Communications. 1: 16.
doi:
10.1039/C29690000016.
^Canceill, Josette; Lacombe, Liliane; Collet, Andre (1985). "Analytical optical resolution of bromochlorofluoromethane by enantioselective inclusion into a tailor-made cryptophane and determination of its maximum rotation". Journal of the American Chemical Society. 107 (24): 6993–6996.
doi:
10.1021/ja00310a041.
^Doyle, Thomas R.; Vogl, Otto (1989). "Bromochlorofluoromethane and deuteriobromochlorofluoromethane of high optical purity". Journal of the American Chemical Society. 111 (22): 8510–8511.
doi:
10.1021/ja00204a029.