Several derivatives of cyclohexanol and fenchol have been synthesized, as structural models of geosmin, with the aim to provide easy to make and cheap earthy odorants. 1,2,2,6-Tetramethylcyclohexanol and I-ethyl-2,2,6-trimethylcyclohexanol had odors very similar to that of geosmin. All of the compounds were synthesized in one step from cheap and readily available ketones, by reaction with Grignard or lithium derivatives. In some cases diastereoisomers were separated and the odors found to be markedly different. The products obtained from the two enantiomeric forms of fenchone also exhibited different odors.

SYNTHESIS OF NEW EARTHY ODORANTS

PELOSI, PAOLO;LORENZI, ROBERTO
1992

Abstract

Several derivatives of cyclohexanol and fenchol have been synthesized, as structural models of geosmin, with the aim to provide easy to make and cheap earthy odorants. 1,2,2,6-Tetramethylcyclohexanol and I-ethyl-2,2,6-trimethylcyclohexanol had odors very similar to that of geosmin. All of the compounds were synthesized in one step from cheap and readily available ketones, by reaction with Grignard or lithium derivatives. In some cases diastereoisomers were separated and the odors found to be markedly different. The products obtained from the two enantiomeric forms of fenchone also exhibited different odors.
Finato, B; Pelosi, Paolo; Lorenzi, Roberto
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/201601
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? 10
social impact