Tetrahedron

Odor–structure relationships using fluorine as a probe

D Michel, M Schlosser

Index: Michel, Dominique; Schlosser, Manfred Tetrahedron, 2000 , vol. 56, # 25 p. 4253 - 4260

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Citation Number: 21

Abstract

Eight ethers, nine esters and one ketone were submitted to a systematic structural variation by replacing a hydrogen atom in the vicinity of the oxofunction by fluorine and methyl. As long as steric factors dominate, a fluorine substituent alters the olfactory properties of the parent compound much less than a methyl substituent does. However, if it occupies a position adjacent to a carbonyl group, the halogen may more profoundly affect the odor ...