Published January 20, 1989 | Version v1
Journal article

Intramolecular cycloalkylation of phenylalkanols in the presence of sulfuric acid

  • 1. A.A. Zhdanov Irkutsk State Univ. (USSR)

Description

The distribution of the deuterium in the benzocyclenes formed during the intermolecular cycloalkylation of 2-R-4-pheynl-2-butanol (R=CD3, CD2CH3, CH2CD3) in the presence of 85% sulfuric acid was investigated by NMR spectroscopy and mass spectrometry. Hydrogen exchange takes place at the stage of formation of the γ-phenylalkyl cation, the average lifetime of which is sufficient for the establishment of an isotopic equilibrium by successive elimination and addition of a deuteron

Additional details

Publishing Information

Journal Title
Journal of Organic Chemistry of the USSR (English Translation)
Journal Volume
24
Journal Issue
8
Series
J. Org. Chem. USSR (Engl. Transl.).
Journal Page Range
1525-1529
ISSN
0022-3271
CODEN
JOCYA

Optional Information

Notes
Transl.: Cover-to-cover translation of Zhurnal Organicheskoj Khimii (USSR).