2-Pentyl-3-methyl-2-cyclopenten-1-one

2-Pentyl-3-methyl-2-cyclopenten-1-one Basic information
Product Name:2-Pentyl-3-methyl-2-cyclopenten-1-one
Synonyms:3-METHYL-2-PENTYL-2-CYCLOPENTEN-1-ONE;3-METHYL-2-PENTYL-2-CYCLOPENTENONE;DihydrojasMone (mixture of isomers);3-Methyl-2-(n-pentanyl)-2-cyclopenten-1-one;3-methyl-2-pentyl-2-cyclopenten-1-on;3-methyl-2-pentylcyclopent;Jasmone, dihydro-;Tetrahy-dropyrethrone
CAS:1128-08-1
MF:C11H18O
MW:166.26
EINECS:214-434-5
Product Categories:
Mol File:1128-08-1.mol
2-Pentyl-3-methyl-2-cyclopenten-1-one Structure
2-Pentyl-3-methyl-2-cyclopenten-1-one Chemical Properties
Boiling point 120-121 °C12 mm Hg(lit.)
density 0.916 g/mL at 25 °C(lit.)
FEMA 3763 | 3-METHYL-2-(N-PENTANYL)-2-CYCLOPENTEN-1-ONE
refractive index n20/D 1.479(lit.)
Fp 230 °F
storage temp. Store at -20°C
solubility DMSO:100.0(Max Conc. mg/mL);601.45(Max Conc. mM)
form clear liquid
Specific Gravity0.914~0.916 (20/4℃)
color A colourless, slightly oily liquid with a floral-like odour
Odorat 100.00 %. fresh outdoor jasmin myrrh woody spice herbal
Odor Typefloral
JECFA Number1406
BRN 1906471
LogP3.25
CAS DataBase Reference1128-08-1(CAS DataBase Reference)
NIST Chemistry ReferenceDihydrojasmone(1128-08-1)
EPA Substance Registry System2-Cyclopenten-1-one, 3-methyl-2-pentyl- (1128-08-1)
Safety Information
WGK Germany 2
RTECS GY7302000
TSCA Yes
HS Code 29142990
toxicityThe acute oral LD50 in rats was reported as 2.5 g/kg (1.79-3.50 g/kg) (Keating, 1972). The acute dermal LD50 value in rabbits was reported as 5 g/kg (Keating, 1972).
MSDS Information
ProviderLanguage
2-Pentyl-3-methyl-2-cyclopenten-1-one English
SigmaAldrich English
ALFA English
2-Pentyl-3-methyl-2-cyclopenten-1-one Usage And Synthesis
Chemical Properties2-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.
Chemical Properties3-Methyl-2-(n-pentanyl)-2-cyclopenten-1-one has a fresh, fruity, jasmine odor with woody and herbal nuances.
OccurrenceHas apparently not been reported to occur in nature.
PreparationHexyl bromide plus levulinic ester yields a lactone, which is reacted with polyphosphoric acid or phosphorus pentoxide to produce hydrojasmone.
DefinitionChEBI: 3-methyl-2-pentylcyclopent-2-en-1-one is a cyclic ketone.
Taste threshold valuesTaste 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/v78-379
Journal of the American Chemical Society, 92, p. 7428, 1970 DOI: 10.1021/ja00728a029
2-Pentyl-3-methyl-2-cyclopenten-1-one Preparation Products And Raw materials
Raw materials6-Benzylaminopurine-->Jasmone-->n-Hendecane
di-Calciphor 2-PENTYL-2-CYCLOPENTEN-1-ONE 2-METHYL-2-CYCLOPENTEN-1-ONE PROSTAGLANDIN B1 2-BUTYL-3-METHYLCYCLOPENT-2-EN-1-ONE 2-Cyclopenten-1-one 1-ETHYL-1-CYCLOPENTENE 2-Pentyl-3-methyl-2-cyclopenten-1-one 1,2-DIMETHYLCYCLOPENTENE 2,3-DIMETHYL-2-OCTENE 2,3-DIMETHYL-2-CYCLOPENTEN-1-ONE 1-BUTYLCYCLOPENTENE DIHYDROJASMONE 1-ETHYL-2-METHYLCYCLOPENTENE 1-Methylcyclopentene 3-Methyl-2-cyclopenten-1-one Methyl dihydrojasmonate 2,3-DIMETHYL-2-HEPTENE

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