Sandalwood Odour Research Articles

ChemInform Abstract: SYNTHESES IN THE ISOCAMPHANE SERIES. PART 17. ISOCAMPHANYL‐Γ‐BUTYROLACTONE, A NEW COMPOUND WITH A SANDALWOOD ODOR

Chemischer InformationsdienstVolume 12, Issue 44 Heterocyclic Compounds ChemInform Abstract: SYNTHESES IN THE ISOCAMPHANE SERIES. PART 17. ISOCAMPHANYL-Γ-BUTYROLACTONE, A NEW COMPOUND WITH A SANDALWOOD ODOR G. BUCHBAUER, G. BUCHBAUERSearch for more papers by this authorI. HELL, I. HELLSearch for more papers by this authorK. SCHINDLER, K. SCHINDLERSearch for more papers by this author G. BUCHBAUER, G. BUCHBAUERSearch for more papers by this authorI. HELL, I. HELLSearch for more papers by this authorK. SCHINDLER, K. SCHINDLERSearch for more papers by this author First published: November 3, 1981 https://doi.org/10.1002/chin.198144172Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume12, Issue44November 3, 1981 RelatedInformation

Synthèses stéréospécifiques et étude organoleptique comparée de onze triméthyl‐2,2,3‐exo‐norbornyl‐5‐exo‐cyclohexanols racémiques

AbstractThe stereospecific syntheses of the eleven racemic 2,2, exo‐3‐trimethyl‐exo‐5‐norbornyl‐cyclohexanols related to the formula VI have been achieved. Moreover, the fragrant properties of these isomeric and stereomeric cyclohexanols have been carefully estimated by a team of four well‐experienced perfumers. In good agreement with our earlier observations [1 ab], it was concluded that the axial 3‐(2,2, exo‐3‐trimethyl‐exo‐5‐norbornyl)‐cyclohexanols, threo (XXIV) and erythro (XXIX), are the only isomers which display a very powerful and genuine sandalwood odour. The other cyclohexanols were found to be about 20–100 times less fragrant (4 compounds), or practically odourless (5 compounds).

Sur la structure des terpénylphénols obtenus en condensant le camphène avec le phénol, et celle de leurs dérivés hydrogénés à odeur boisée

AbstractThe mixture obtained from the well‐known BF3‐catalyzed condensation of camphene and phenol contains at least nine terpeno‐phenols. The major components are o‐ (p‐) (2,2, exo‐3‐trimethyl‐exo‐5‐norbornyl)‐phenols, accompanied by some o‐ (p‐) (exo‐2‐borny1)‐phenols and smaller amounts of o‐ (p‐) (1,3,3‐trimethyl‐exo‐6‐norborny1)‐ phenols. Further, very small amounts (>1%) of the three corresponding meta‐substituted phenols also occur in the condensation mixture. On catalytic hydrogenation, these m‐isomers lead to 3‐terpenyl‐cyclohexanols characterized by a powerful odour of sandalwood. Most surprisingly, the 2‐ and 4‐terpenyl‐cyclo‐hexanols obtained in the same way from the o‐ and p‐terpenyl‐phenols are almost odourless. The sandalwood odour appears, therefore, to be highly characteristic of the 3‐substituted cyclohexanols, and this fact has been conclusively verified by the unambiguous synthesis of the axial and equatorial epimers of 3‐(2,2, exo‐3‐trimethyl‐exo‐5‐norbornyl)‐cyclohexanol.

Synthèses et relations entre constitution chimique et odeur dans la série des terpényl‐3‐cyclohexanols

AbstractThe three 3‐(2, 2, exo‐3‐trimethyl‐exo‐5‐norbornyl)‐ (Ia), 3‐(endo‐2‐bornyl)‐ (Ib), and 3‐(1, 3, 3‐trimethyl‐exo‐6‐norbornyl)‐cyclohexanols (Ic) have been synthesized, and the relationship between their structure and their odour studied. Only the axial epimer of Ia has been found to possess a very strong and typical sandalwood odour.