Raman-spectrum investigation of the conformations of the cyanohydrins of some cyclohexanone derivatives
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Cyclohexanone cyanohydrin (1-hydroxycyclohexanecarbonitrile) (I) exists in two conformationae andea, neither of which predominates appreciably over the other.
The crystalline 1-hydroxy-2-methylcyclohexanecarbonitrile investigated was found to be almost pure cisisomer (II), whereas the liquid form was a mixture of the cis-and trans-isomers (II) + (III); in the cis-configuration the conformation cis-ea is somewhat predominant, while in the trans-configuration the conformation trans-ee predominates.
The 2-chloro-1-hydroxycyclohexanecarbonitrile investigated is a mixture of cis- and trans-configurations (IV), in which the cis-configuration predominates substantially (about 80%): the predominant conformation is cis-ea.
KeywordsCyclohexanone Liquid Form Cisisomer Predominant Conformation Cyclohexanone Derivative
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