Sila-Riechstoffe und Riechstoffisostere XII . Geruchsvergleiche homologer Organoelementverbindungen der vierten Hauptgruppe (C, Si, Ge, Sn)

Abstract

Homologous compounds of the linalool type R(CH 3) 2El-OH (with R = C 6H 5CH 2 and C 6H 5CH 2CH 2) as well as their derivatives R(CH 3) 2El-OCH 3 and [R(CH 3) 2El] 2O show, in dependence of El = C, Si, Ge and Sn partly similar, but sometimes very different characteristics of odor. Unexpected are high qualities of fragrance with El = Ge, whereas derivatives with El = Sn remain scentless, obviously owing to polymerization. Noteworthy are the strong differences of odor in the system C 6H 5CH 2El(CH 3) 3 from C via Si and Ge up to Sn, standing fully contrary to the postulation of Amoore whereupon smell qualities are only controlled by size and shape of molecules. C 6H 5CH 2Sn(CH 3) 2OH (A1Sn) crystallizes as poly-μ-hydroxo-benzyldimethyltin with an one dimensional SnOSnO chain (SnO 2.17(9) and 2.29(9) Å) in the monoclinic space group C2 ( a = 12.696(4), b = 4.181(2), c = 10.626(3) Å and β = 106.8(3)°).