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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

引用

Chinese Journal of Chemistry 1991年第1期9卷 68-75页

作者： TANG Shi-Xiong LI Yue-Ming CAO Yu-Rong WANG Xiao-Lan Chemistry Department Nankai UniversityTianjin 300071

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 ~1H 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 counter- parts.

关键词： syntheses and structure-odor relationship of acetals of 4-trimethylsilyl-3-cyclohexenone and 4-trimethylsilylcyclohexanone and their carbon counterparts Studies on silicon-containing fragrance raw materials

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