Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

P55708

Sigma-Aldrich

(R)-(+)-Pulegone

85%, technical grade

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

100 ML
$153.00

$153.00


Check Cart for Availability

Request a Bulk Order

Select a Size

Change View
100 ML
$153.00

About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
Beilstein/REAXYS Number:
2040703
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.22

$153.00


Check Cart for Availability

Request a Bulk Order

grade

technical grade

Quality Level

vapor pressure

138 mmHg ( 25 °C)

assay

85%

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.)

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

Looking for similar products? Visit Product Comparison Guide

General description

(R)-(+)-Pulegone, a monoterpene ketone found in essential oil of pennyroyal,[1] can induce abortion.[2]

Application

(R)-(+)-Pulegone may be used as a starting material to synthesize:
  • (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane, a spiroketal[3]
  • (R)-(+)-citronellic acid, an intermediate to prepare leucine-d3[4]
  • (+)-fawcettidine, a Lycopodium alkaloid[5]

pictograms

Health hazardExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of (2S, 4S)-and (2S, 4R)-[5,5,5-2H3] leucine from (R)-pulegone.
Hill RK, et al.
Canadian Journal of Chemistry, 72(1), 110-113 (1994)
Total Synthesis of (+)-Fawcettidine.
Kozak JA and Dake GR.
Angewandte Chemie (International Edition in English), 47(22), 4221-4223 (2008)
From (R)-(+)-pulegone to (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane-A unique spiroacetal from the insect Kingdom.
Tu YQ, et al.
Tetrahedron Asymmetry, 6(2), 397-400 (1995)
Metabolism of (R)-(+)-pulegone in F344 rats.
Chen LJ, et al.
Drug Metabolism and Disposition, 29(12), 1567-1577 (2001)
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

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service