Premium
Etudes sur les matières végétales volatiles. CXCIV [1] Stéréochimie conformationnelle des carvomenthols d'après leurs spectres d'absorption infrarouge et leyrs spectres de résonance magnétique nucléaire (2 e communication)
Author(s) -
Naves YvesRené
Publication year - 1964
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19640470625
Subject(s) - chemistry , isopropyl , stereochemistry , group (periodic table) , medicinal chemistry , crystallography , organic chemistry
Conclusions of the precedent communication have to be revised. In accordance with the findings of S CHROETER & E LIEL and E ARL R OYALS & L EFFINGWELL , isocarvomenthol exist predominantly in the conformation in which the isopropyl group is axial and the hydroxyl and methyl groups are equatorial, the neoisocarvomenthol in the conformation in which the isopropyl and hydroxyl groups are equatorial and the methyl group axial. The isocarveol ( p ‐1(7),8‐menthadien‐2‐ol) from Gingergrass and Cymbopogon densiflorus oils has trans structure. The IR. and NMR. spectra of cis ‐carveol, trans ‐carveol and neoisocarvomenthol are described.