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Investigation of the steric structure of optically active 2-(x-benzylidene)-p-menthan-3-ones by dipole-moment, PMR-spectral, and IR-spectral methods

Journal Article · · J. Gen. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:5926449

On the basis of dipole-moment and PMR-spectral data the E configuration of the cinnamoyl fragment of molecules of optically active 2-benzylidene-p-menthan-3-ones was established. By means of PMR and IR spectroscopy experimental proofs were obtained of deviation from coplanarity of the separate parts of the cinnamoyl system in the molecules investigated. It was shown that the cinnamoyl fragment of the molecules of 2-benzylidene-p-menthan-3-ones is more aplanar than in the case of the model ..pi..-isoelectronic 2-benzylidenecyclo-hexanone systems. By means of PMR the preferential axial orientation of the methyl group and equatorial orientation of the isopropyl group in the cyclohexanone system of molecules of 2-benzylidene-p-methan-3-ones was established.

Research Organization:
A. M. Gor'kii Khar'kov State Univ., USSR
OSTI ID:
5926449
Journal Information:
J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 57:2; ISSN JGCHA
Country of Publication:
United States
Language:
English