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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Dimers of α,β-substituted styrenes: Tetralin derivatives from reaction of 1-(p-Chlorophenyl) -2,2-dimethylpropan-1-ol with sulphuric acid

GC Brophy, DJ Collins, JJ Hobbs and S Sternhell

Australian Journal of Chemistry 23(8) 1587 - 1603
Published: 1970

Abstract

Two compounds, m.p. 129-130º and 169-170°, obtained from reaction of 1-(p-chlorophenyl)-2,2-dimethylpropan-1-ol or from 2-(p-chlorophenyl)-3-methylbut-2-ene with sulphuric acid, have been shown to be the diastereoisomers of 7-ohloro-3-(p-chlorophenyl)- 1 -isopropyl- 1,4,4-trimethyltetralin (6a). Reaction of mono- and di-methyl-p-chlorostyrenea with sulphuric acid under the same conditions gave mainly indane derivatives. Products were separated by fractional crystallization, and preparative gas chromatography. Structures of pure compounds were assigned mainly on the basis of n.m.r, spectroscopy.

https://doi.org/10.1071/CH9701587

© CSIRO 1970

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