(+)-PULEGONE Chemical Properties

Melting point:

<=25°C

alpha 

D20 +21°; 20546 +28.2°

Boiling point:

224 °C(lit.)

Density 

0.937 g/mL at 25 °C(lit.)

vapor pressure 

138 mm Hg ( 25 °C)

refractive index 

n20/D 1.488

FEMA 

2963 | PULEGONE

Flash point:

185 °F

storage temp. 

2-8°C

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

Liquid

color 

Clear colorless to yellow

Specific Gravity

0.94

Odor

at 100.00 %. peppermint camphor fresh herbal buchu

Odor Type

minty

optical activity

[α]20/D +23.5°, neat

λmax

255nm(lit.)

Merck 

14,7937

JECFA Number

753

BRN 

2040703

Dielectric constant

9.5（20℃）

InChIKey

NZGWDASTMWDZIW-MRVPVSSYSA-N

LogP

2.56

CAS DataBase Reference

89-82-7(CAS DataBase Reference)

IARC

2B (Vol. 108) 2016

EPA Substance Registry System

d-Pulegone (89-82-7)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

23-24/25

RIDADR 

2810

WGK Germany 

3

RTECS 

OT0261000

F 

10-23

HS Code 

2914 29 00

HazardClass 

6.1(b)

PackingGroup 

III

Hazardous Substances Data

89-82-7(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 470 mg/kg LD50 dermal Rabbit 3090 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

(+)-PULEGONE Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Chemical Properties

Pulegone.has.a.pleasant.odor,somewhat.similar.to.peppermint.and.camphor.

Occurrence

The l-form is found in the essential oils of Agastache formosana, Israeli orange, Barosma betulina and Barosma crenulata; the d-form is the most abundant and is found in pennyroyal oils. Also reported found in rabbiteye blueberry, black currants (buds), fresh blackberry, heated blackberry, peppermint oil, corn mint oil, spearmint oil, Scotch spearmint oil, other Mentha oils, thyme, black tea, origanum, Ocimum basilicum varieties, rosemary, lemon balm, buchu oil, anise hyssop, sweet grass oil and German chamomile oil.

Uses

A monoterpene, commonly found in the essential oils of Nepeta cataria (Catnip).

Definition

ChEBI: The (5R)-enantiomer of p-menth-4(8)-en-3-one.

Aroma threshold values

Detection:.130.ppb..Aroma.characteristics.at.1.0%:.minty.cooling,.herbal.green,.sweet,.clean.spicy,.with. wintergreen.nuances.

Taste threshold values

Taste characteristics at 20 ppm: minty, terpy, cooling, woody pine, citrus lime, with fresh green peppermint notes.

General Description

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

Biochem/physiol Actions

Taste at 20 ppm

Synthesis

Isolated.from.pennyroyal.oil.(Moroccan.or.Spanish);.synthesis.from.3-methyl.cyclohexanone..The.structure.has.been.defined. by.the.work.of.several.authors;.the.d-,.l-.and.dl-forms.are.known;.the.dl-form.is.prepared.synthetically.and.is.not.found.in.nature.

target

GABA Receptor

Purification Methods

Purify pulegone via the semicarbazone which has m 174o (from MeOH) and [] D +68.2o (c 1, CHCl3). Fractionally distil it in vacuo. [Short & Read J Chem Soc 1309 1939]. [Erskine & Waight J Chem Soc 3425 1960, cf Ort Org Synth 65 203 1987, Beilstein 7 III 334, 7 IV 188.]

(+)-PULEGONE(89-82-7)Related Product Information

• DL-Menthol
• benzoylpaeoniflorin
• RehMapicroside
• Borneol
• (+)-MENTHOL
• alpha-Terpineol
• benzoyloxypaeoniflorin
• Cantharidin
• 1,8-Cineole
• Albiflorin
• Menthone
• p-Mentha-8-thiol-3-one
• S-(-)-PULEGONE
• Pennyroyal,NLT84%Pulegone,Pennyroyal84%min.Pulegone
• Z(+)-Pulegone
• Pulegone semicarbazone
• (+)-PULEGONE = R-P-MENTH-4(8)-EN-3-ONE
• trans-Pulegone oxide,cis-Pulegone oxide