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Sila-Riechstoffe und Riechstoff-Isostere, 13. Mitt.Grimmsche Hydridisostere im Bereich der Duftstoffklasse des Linalools

Isosteric compounds according to the hydride principle ofGrimm in the range of linalool scents

  • Anorganische Und Physikalische Chemie
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Summary

Substitution of the (CH3)2CH=CH group by (CH3)2C=N in linalool as well as by the (CH3)2CH-CH2 group in linalool and in sila-linalool does not lead to noticeable changes of their scent qualities. On the contrary, substitution of the OH group at the tertiary C atom by NH2 or CH3 — hydride isosteric to OH according toGrimm — affords fishy or etheric instead of the original flowery smells thus indicating a transition to different basic classes of odor. Similar results were obtained with the linalool-like scents of benzyldimethylcarbinol and phenylethyldimethylcarbinol. Therefore the theory ofAmoore, after which only shape and size of molecules are ruling their odor qualities, must be called in question.

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Authors and Affiliations

  1. Institut für Anorganische und Analytische Chemie der Technischen Universität Braunschweig, D-38106, Braunschweig, Bundesrepublik Deutschland

    U. Wannagat & V. Damrath

  2. Haarmann & Reimer GmbH, D-37603, Holzminden 1, Bundesrepublik Deutschland

    U. Harder

Authors
  1. U. Wannagat
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  2. V. Damrath
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  3. U. Harder
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Wannagat, U., Damrath, V. & Harder, U. Sila-Riechstoffe und Riechstoff-Isostere, 13. Mitt.Grimmsche Hydridisostere im Bereich der Duftstoffklasse des Linalools. Monatsh Chem 125, 1159–1169 (1994). https://doi.org/10.1007/BF00813801

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  • DOI: https://doi.org/10.1007/BF00813801

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