STRUCTURE AND PROPERTIES OF CYCLIC COMPOUNDS: XI. DISSOCIATION CONSTANTS OF THE CYANOHYDRINS OF SOME METHYLCYCLOHEXANONES

1 April 1958

journal article
Published by Canadian Science Publishing in Canadian Journal of Chemistry

Vol. 36 (4) , 656-660
https://doi.org/10.1139/v58-091

Abstract

The dissociation constants of the cyanohydrins of a series of methylcyclohexanones have been measured. The polymethylcyclohexanone cyanohydrins show increasing instability on substitution owing to the effects of "axial crowding". The cyanohydrins of 3- and 4-methylcyclohexanone were found to be more stable than that of cyclohexanone and to explain this a new concept of "equatorial interference" is introduced.

Keywords

STRUCTURE
CROWDING
CYCLIC
DISSOCIATION CONSTANTS
COMPOUNDS
EQUATORIAL
POLYMETHYLCYCLOHEXANONE

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