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Studies on silicon‐containing fragrance raw materials I. Syntheses and structure‐odor relationship of acetals of 4‐trimethylsilyl‐3‐cyclohexenone and 4‐trimethylsilylcyclohexanone and their carbon counterparts
Author(s) -
Tang ShiXiong,
Li YueMing,
Cao YuRong,
Wang XiaoLan
Publication year - 1991
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19910090110
Subject(s) - chemistry , odor , cyclohexenone , trimethylsilyl , aroma , organic chemistry , cyclohexanone , organosilicon , acetal , cyclohexane , carbon fibers , catalysis , food science , materials science , composite number , composite material
In order to investigate the structure‐odor relationship of odoriferous compounds and search for new aroma chemicals, seven acetals of 4‐trimethylsilyl‐3‐cyclohexenone and their carbon counterparts were synthesized by Birch reduction of 4‐substituted anisoles and then acetalization. Seven acetals of 4‐trimethylsilylcyclohexanone and their carbon counterparts were synthesized similarly. Structures of all new compounds were determined by MS, IR and 1 H NMR , and their characteristic odors were evaluated as well. The characteristic odors of the acetals formed by 4‐substituted‐3‐cyclohexenone and 1,2‐diols are fruity and woody. The acetals formed from 1, 3‐diols are woody, and formed with 1, 4‐diols are very faint in odor. Odors of acetals of 4‐substituted cyclohexanone are all very weak. As a whole, odors of organosilicon compounds are weaker, but somewhat more delicate than their carbon counterparts.