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P55708

(R)-(+)-Pulegone

Name: (<I>R</I>)-(+)-Pulegone
Brand: ALDRICH

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

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₆O

CAS Number:

89-82-7

Molecular Weight:

152.23

UNSPSC Code:

85151701

NACRES:

NA.22

PubChem Substance ID:

24898670

EC Number:

201-943-2

Beilstein/REAXYS Number:

2040703

MDL number:

MFCD00063000

Assay:

85%

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Properties

grade

technical grade

Quality Level

100

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

Description

General description

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

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
(R)-(+)-citronellic acid, an intermediate to prepare leucine-d₃
(+)-fawcettidine, a Lycopodium alkaloid

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pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H351

pcodes

P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

10 - Combustible liquids

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

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

Regulatory Information

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Total Synthesis of (+)-Fawcettidine.

Kozak JA and Dake GR.

Angewandte Chemie (International Edition in English), 47(22), 4221-4223 (2008)

Metabolism of (R)-(+)-pulegone in F344 rats.

Chen LJ, et al.

Drug Metabolism and Disposition, 29(12), 1567-1577 (2001)

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)

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Global Trade Item Number

SKU	GTIN
P55708-100ML	04061837391637