Optical rotation and absolute configuration of chlorofluoroacetic acid
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 3,p. 292-295
- https://doi.org/10.1039/p29730000292
Abstract
Chlorofluoroacetic acid, [α]D 25– 55·8°(benzene), was shown to be of at least 98% optical purity by n.m.r. analysis of its adduct with (–)-1,2-epoxy-1-phenylcyclohexane. An X-ray diffraction study on the adduct of the (+)-acid with the (–)-epoxide has established that (+)-chlorofluoroacetic acid has the S-configuration, in contrast with expectation on the basis of the Brewster polarizability rule.Keywords
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