Chemical Properties
3-Methyl-2-(n-pentanyl)-2-cyclopenten-1-one has a fresh, fruity, jasmine odor with woody and herbal nuances.
Chemical Properties
2-Pentyl-3-methyl-2-cyclopenten-1-one is a colorless,
slightly viscous liquid with a typical jasmine odor, resembling that of the naturally
occurring (Z)-jasmone. Dihydrojasmone is produced by an acid-catalyzed
rearrangement of 4-methyl-??-decalactone, which is readily obtained by
radical addition of 2-octanol to acrylic acid.
Dihydrojasmone is used in perfumery in jasmine bases and, more generally, in
floral and fruity fragrances.
Occurrence
Has apparently not been reported to occur in nature.
Preparation
Hexyl bromide plus levulinic ester yields a lactone, which is reacted with polyphosphoric acid or phosphorus pentoxide
to produce hydrojasmone.
Definition
ChEBI: 3-methyl-2-pentylcyclopent-2-en-1-one is a cyclic ketone.
Taste threshold values
Taste characteristics at 10 ppm: sweet, floral, green, herbal with a citrus nuance.
Synthesis Reference(s)
Canadian Journal of Chemistry, 56, p. 2301, 1978
DOI: 10.1139/v78-379Journal of the American Chemical Society, 92, p. 7428, 1970
DOI: 10.1021/ja00728a029