Tetrahedron

About the “physiological size” of fluorine substituents: comparison of sensorially active compounds with fluorine and methyl substituted analogues

M Schlosser, D Michel

Index: Schlosser, Manfred; Michel, Dominique Tetrahedron, 1996 , vol. 52, # 1 p. 99 - 108

Full Text: HTML

Citation Number: 119

Abstract

The taste of four fluoro substituted derivatives (2a, 2b, 2c and 2d) is almost indistinguishable from that of the parent compound 4-(4-hydroxyphenyl) butan-2-one (1), the main flavor component of raspberries. The same holds for the comparison between the corresponding acetate, another raspberry ingredient, and its 1-fluoro analogue (2e). In contrast, methyl substituents (as present in compounds 3a, 3b, 3c, 3d and 3e) profoundly alter the ...