Influence of the chemical structure on the odor characters of beta-citronellol and its oxygenated derivatives

Büttner A, Elsharif S (2017)


Publication Status: Published

Publication Type: Journal article

Publication year: 2017

Journal

Publisher: ELSEVIER SCI LTD

Book Volume: 232

Pages Range: 704-711

DOI: 10.1016/j.foodchem.2017.04.053

Abstract

beta-Citronellol, 1, and citronellyl acetate, 2, are renowned fragrant constituents in perfumes and flavoring agents in foods and beverages. Both substances smell citrussy, fresh and floral. To elucidate the structural features required for these sensory effects, six C-8 oxygenated derivatives of 1 and 2 were synthesized and analytically characterized. All compounds were tested for their odor qualities and odor thresholds in air, revealing that there were no significant differences in odor impressions from the parent monoterpenes and their derivatives in most cases; however, substantial differences in their odor threshold values were observed, with beta-citronellol as the most potent (10 ng/L-air) and 8-hydroxycitronellyl acetate as the least potent odorant (1261 ng/L-air). 8-Oxocitronellyl acetate was the only compound that was described with divergent odor attributes, namely musty, rotten and coconut-like. 8-Carboxycitronellol and 8-carboxycitronellyl acetate were found to be odorless. (C) 2017 Elsevier Ltd. All rights reserved.

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APA:

Büttner, A., & Elsharif, S. (2017). Influence of the chemical structure on the odor characters of beta-citronellol and its oxygenated derivatives. Food Chemistry, 232, 704-711. https://dx.doi.org/10.1016/j.foodchem.2017.04.053

MLA:

Büttner, Andrea, and Shaimaa Elsharif. "Influence of the chemical structure on the odor characters of beta-citronellol and its oxygenated derivatives." Food Chemistry 232 (2017): 704-711.

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