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82569

(+)-Pulegone

analytical standard

Synonym(s):

(R)-2-Isopropylidene-5-methylcyclohexanone, (R)-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
NACRES:
NA.24
PubChem Substance ID:
329769251
EC Number:
201-943-2
Beilstein/REAXYS Number:
2040703
MDL number:
MFCD00063000
UNSPSC Code:
12352100
Technical Service
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grade

analytical standard

Quality Level

100

assay

≥97.5% (sum of enantiomers, GC)

optical activity

[α]20/D +23.5±1°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.488

bp

223-224 °C (lit.)

density

0.935 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C[C@@H]1CCC(=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

General description

(+)-Pulegone is a monoterpene constituent of pennyroyal oil, which acts like a hepatotoxin with potential lethal effects. It is widely used in folklore medicine as an abortifacient.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

This compound is commonly found in plants of the genus: mentha

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

10 - Combustible liquids

wgk

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9007
BCCM5024
BCCJ7909
BCCK0267
BCCF0958

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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
Barbara Kay Clapperton et al.
Pest management science, 68(6), 870-877 (2012-02-18)
Repellents may prevent bird pests from eating crops or protect non-target birds from eating harmful substances. The feeding behaviour of free-ranging house sparrows (Passer domesticus) presented with wheat treated with the secondary repellent anthraquinone (AQ), paired with visual and/or olfactory
Pedro Marcos Gomes Soares et al.
The Journal of pharmacy and pharmacology, 64(12), 1777-1784 (2012-11-14)
We evaluated the relaxant activity of the essential oil of Mentha pulegium L. (EOMP) and pulegone in rat isolated tracheal and bladder smooth muscles. ISOMETRIC contractions of isolated tracheal and bladder strips from male Wistar rats were induced by KCl
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Global Trade Item Number

SKUGTIN
368091-1G04061826662816
82569-5ML04061833005156