Synthesis and Olfactory Characterization of Silicon‐Containing Derivatives of the Acyclic Lily‐of‐the‐Valley Odorant 5,7,7‐Trimethyl‐4‐methylideneoctanal |
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| Authors: | Steffen Dörrich Christoph Mahler Reinhold Tacke Philip Kraft |
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| Institution: | 1. Universit?t Würzburg, Institut für Anorganische Chemie, Am Hubland, D‐97074 Würzburg, (phone: +49‐931‐3185250;2. fax: +49‐931‐3184609);3. Givaudan Schweiz AG, Fragrance Research, überlandstrasse 138, CH‐8600 Dübendorf, (phone: +41‐44‐8242520;4. fax: +41‐44‐8242926) |
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| Abstract: | 5‐Methyl‐4‐methylidene‐6‐(trimethylsilyl)hexanal ( 1b ), a sila analog of the acyclic lily‐of‐the‐valley odorant 5,7,7‐trimethyl‐4‐methylideneoctanal ( 1a ), and the Si‐containing derivatives 2 – 6 were prepared in multistep syntheses, starting from Cl3SiH and Cl2SiMe2, respectively. Compounds 1b, 2 – 6 , and their new precursors were characterized by elemental analyses (C, H, N) and NMR spectroscopic studies (1H, 13C, 15N, and 29Si). To gain more information about the structure? odor correlation in the family of lily‐of‐the‐valley or ‘muguet’ odorants, C/Si analogs 1a / 1b and derivatives 2 – 6 were evaluated for their olfactory properties. |
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| Keywords: | Lily‐of‐the‐valley odorants Silicon‐containing odorants Muguet odorants Hydrosilylation |
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