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.)

refractive index 

n20/D 1.479(lit.)

FEMA 

3763 | 3-METHYL-2-(N-PENTANYL)-2-CYCLOPENTEN-1-ONE

Flash point:

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 Gravity

0.914～0.916 (20/4℃)

color 

A colourless, slightly oily liquid with a floral-like odour

Odor

at 100.00 %. fresh outdoor jasmin myrrh woody spice herbal

Odor Type

floral

JECFA Number

1406

BRN 

1906471

LogP

3.25

CAS DataBase Reference

1128-08-1(CAS DataBase Reference)

NIST Chemistry Reference

Dihydrojasmone(1128-08-1)

EPA Substance Registry System

2-Cyclopenten-1-one, 3-methyl-2-pentyl- (1128-08-1)

Safety Information

WGK Germany 

2

RTECS 

GY7302000

TSCA 

Yes

HS Code 

29142990

Toxicity

The 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

• Language:English Provider:2-Pentyl-3-methyl-2-cyclopenten-1-one
• Language:English Provider:SigmaAldrich
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2-Pentyl-3-methyl-2-cyclopenten-1-one Usage And Synthesis

Aroma

Intensely floral and fresh odor with fruity and somewhat Myrrh-like undertone. 2-Pentyl-3-methyl-2-cyclopenten-1-one is often described as the "closest to ci&Jasmone in odor". In proper dilution it has a pleasant, sweet, herbaceous-floral taste which is easily twisted towards a fruity note in presence of traces of fruity chemicals. It has an excellent softening effect upon the overly "chemical" fruit materials.

Uses in Perfume

2-Pentyl-3-methyl-2-cyclopenten-1-one is widely used in perfume compositions, not only for artificial Jasmin and Bergamot, but in general as a floralizer in the more fruityfloral fragrance types: Ylang, Lily, Tuberose, Magnolia, etc. and it introduces a pleasant undertone in Citrus type fragrances.

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.

Chemical Properties

3-Methyl-2-(n-pentanyl)-2-cyclopenten-1-one has a fresh, fruity, jasmine odor with woody and herbal nuances.

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/v78-379
Journal of the American Chemical Society, 92, p. 7428, 1970 DOI: 10.1021/ja00728a029

2-Pentyl-3-methyl-2-cyclopenten-1-one(1128-08-1)Related Product Information

• 2-METHYL-2-CYCLOPENTEN-1-ONE
• 2-Pentyl-3-methyl-2-cyclopenten-1-one
• 2-Cyclopenten-1-one
• DIHYDROJASMONE LACTONE
• DIHYDROJASMONE
• Methyl dihydrojasmonate
• 3-methylcyclopent-2-en-1-one
• PROSTAGLANDIN B1
• 2-PENTYL-2-CYCLOPENTEN-1-ONE
• 1-ETHYL-2-METHYLCYCLOPENTENE
• 1-Methylcyclopentene
• 3-NONANONE
• Jasmone
• 1-BUTYLCYCLOPENTENE
• 1,2-DIMETHYLCYCLOPENTENE
• 1-ETHYL-1-CYCLOPENTENE
• 2,3-DIMETHYL-2-CYCLOPENTEN-1-ONE
• di-Calciphor