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

color 

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

Specific Gravity

0.914～0.916 (20/4℃)

Odor

at 100.00 %. fresh outdoor jasmin myrrh woody spice herbal

Odor Type

floral

biological source

synthetic

JECFA Number

1406

BRN 

1906471

Major Application

flavors and fragrances

Cosmetics Ingredients Functions

PERFUMING

InChI

1S/C11H18O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h3-8H2,1-2H3

InChIKey

YCIXWYOBMVNGTB-UHFFFAOYSA-N

SMILES

CCCCCC1=C(C)CCC1=O

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 

TSCA listed

HS Code 

29142990

Storage Class

10 - Combustible liquids

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
• Language:English Provider:ALFA

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

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.

Uses

flavors and fragrances

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
• 3-NONANONE
• 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
• Jasmone
• 2-Cyclopenten-1-one
• 1-BUTYLCYCLOPENTENE
• 1,2-DIMETHYLCYCLOPENTENE
• 1-ETHYL-1-CYCLOPENTENE
• 2,3-DIMETHYL-2-CYCLOPENTEN-1-ONE
• di-Calciphor