Issue 1, 1982

Ring–chain tautomerism ‘frozen-out’ by crystal packing forces: 13C n.m.r. spectroscopy and the remarkable crystal structure of the bromohydrin of 7,7-dichlorobicyclo[3.2.0]heptan-6-one

Abstract

X-Ray structure analysis of the title compound shows it to exist as a remarkable 1 : 1 mixture (in a single crystal) of ring–chain tautomers and which are detectable by n.m.r. spectroscopy in acidified CHCl3 as an equilibrium mixture varying between 1 : 1 to 1 :2·8 over the range 238–304 K.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1982, 25-26

Ring–chain tautomerism ‘frozen-out’ by crystal packing forces: 13C n.m.r. spectroscopy and the remarkable crystal structure of the bromohydrin of 7,7-dichlorobicyclo[3.2.0]heptan-6-one

R. C. Glen, P. Murray-Rust, F. G. Riddell, R. F. Newton and P. B. Kay, J. Chem. Soc., Chem. Commun., 1982, 25 DOI: 10.1039/C39820000025

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