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W296309

Sigma-Aldrich

(R)-(+)-Pulegone

≥90%

Synonym(s):

(+)-Pulegone, (R)-2-Isopropylidene-5-methylcyclohexanone, (R)-p-Menth-4(8)-en-3-one, p-Menth-4(8)-en-3-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
89-82-7
Molecular Weight:
152.23
FEMA Number:
2963
Beilstein:
2040703
EC Number:
201-943-2
Council of Europe no.:
2050c
MDL number:
MFCD00063000
UNSPSC Code:
12164502
PubChem Substance ID:
24901423
NACRES:
NA.21

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.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

herbaceous; minty; sulfurous; sweet

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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Biochem/physiol Actions

Taste at 20 ppm

Other Notes

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

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Alessandra Bertoli et al.
Acta biochimica Polonica, 59(3), 417-423 (2012-09-05)
The essential oils (EOs) and static headspaces (HSs) of in vitro plantlets and callus of Mentha x piperita were characterized by GC-MS analysis. Leaves were used as explants to induce in vitro plant material. The EO yields of the in
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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