Control of the orientation of the aldehyde group in 2-(alkylthio) benzaldehydes by the directional lone-pair on sulfur

…, GH Penner, KJ Davie, R Sebastian

Index: Schaefer, Ted; Penner, Glenn H.; Davie, Kerry J.; Sebastian, Rudy Canadian Journal of Chemistry, 1985 , vol. 63, p. 777 - 781

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Citation Number: 12

Abstract

The 1H nmr spectral parameters for 2-alkylthio derivatives benzaldehyde (alkyl= CH3, CH2CH3, CH (CH3) 2, C (CH3) 3) are used to show that the O-syn conformation of the aldehyde group decreases from 40% for the methyl to zero for the tert-butyl compound in CC14 solution at about 300 K. It appears that the alkylthio groups twist out of the benzene plane to the same extent as in the alkyl phenyl sulfides and that it is the concomitant ...

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