W296309

Sigma-Aldrich

(R)-(+)-Pulegone

≥90%

Synonym(s):
(R)-p-Menth-4(8)-en-3-one, (R)-2-Isopropylidene-5-methylcyclohexanone, p-Menth-4(8)-en-3-one, (+)-Pulegone
Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
FEMA Number:
2963
Beilstein/REAXYS Number:
2040703
EC Number:
Council of Europe no.:
2050c
MDL number:
PubChem Substance ID:
NACRES:
NA.21
Pricing and availability is not currently available.

Quality Level

biological source

synthetic

grade

Kosher

vapor pressure

138 mmHg ( 25 °C)

assay

≥90%

optical activity

[α]20/D +22°, neat

refractive index

n20/D 1.486 (lit.)

bp

224 °C (lit.)

density

0.937 g/mL at 25 °C (lit.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

herbaceous; minty; sulfurous; sweet

food allergen

no known allergens

SMILES string

C[C@@H]1CC\C(=C(\C)C)C(=O)C1

InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1

InChI key

NZGWDASTMWDZIW-MRVPVSSYSA-N

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Related Categories

Packaging

100 g in poly bottle
1 kg in poly bottle

Biochem/physiol Actions

Taste at 20 ppm

Other Notes

Natural occurrence: Buchu oil, native spearmint, pennyroyal, peppermint, scotch spearmint and thyme.
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Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

WGK Germany

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Mitscheli S Da Rocha et al.
Toxicological sciences : an official journal of the Society of Toxicology, 128(1), 1-8 (2012-04-14)
Essential oils from mint plants, including peppermint and pennyroyal oils, are used at low levels as flavoring agents in various foods and beverages. Pulegone is a component of these oils. In a 2-year bioassay, oral administration of pulegone slightly increased...
Chang-Qin Li et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37(21), 3173-3175 (2013-02-13)
To study the validity of Schizonepeta tenuifalia pieces. The change principle for the contents of essential oil and pulegone was determined by the way of classical constant temperature acceleration experiment, and the reacting speed at 20 degrees C was calculated...
Mosciano, G.
Perfumer & Flavorist, 30, 56-56 (2005)
Feng Li et al.
Chemical research in toxicology, 24(5), 744-751 (2011-04-08)
A predominant pathway of xenobiotic-induced toxicity is initiated by bioactivation. Characterizing reactive intermediates will provide information on the structure of reactive species, thereby defining a potential bioactivation mechanism. Because most reactive metabolites are not stable, it is difficult to detect...
Maung Kyaw Moe Tun et al.
The Journal of organic chemistry, 77(20), 9422-9425 (2012-10-04)
A three-step synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one (1) from (R)-(+)-pulegone (3), proceeding in 44% overall yield, is described. The sequence comprises vinyl triflate formation, site-selective ozonolysis, and reduction. The route requires only one chromatographic purification and provides a convenient method to access...

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