| Identification | More | [Name]
(+)-PULEGONE | [CAS]
89-82-7 | [Synonyms]
(+)-1-ISOPROPYLIDENE-4-METHYL-2-CYCLOHEXANONE
(+)-1-METHYL-4-ISOPROPYLIDENE-3-CYCLOHEXANONE
2-ISOPROPYLIDENE-5-METHYLCYCLOHEXANONE
D-PULEGONE
FEMA 2963
(+)-P-MENTH-4(8)-EN-3-ONE
P-MENTH-4(8)-EN-3-ONE
P-METNH-4(8)-EN-3-ONE
PULEGON
(+)-PULEGONE
PULEGONE
PULEGONE, R-(+)-
(R)-2-ISOPROPYLIDENE-5-METHYLCYCLOHEXANONE
R-(+)-2-ISOPROPYLIDENE-5-METHYLCYCLOHEXANONE
(R)-(+)-5-METHYL-2-ISOPROPYLIDENCYCLOHEXANONE
(R)-(+)-P-MENTH-4(8)-EN-3-ONE
(R)-P-MENTH-4(8)-EN-3-ONE
(R)-(+)-PULEGONE
(R)-PULEGONE
(+)-4(8)-Para-menthen-3-one | [EINECS(EC#)]
201-943-2 | [Molecular Formula]
C10H16O | [MDL Number]
MFCD00063000 | [Molecular Weight]
152.23 | [MOL File]
89-82-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellow liquid | [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)
| [FEMA ]
2963 | [refractive index ]
n20/D 1.488
| [Fp ]
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 | [biological source]
synthetic | [Odor Type]
minty | [Optical Rotation]
[α]20/D +23.5°, neat | [λmax]
255nm(lit.) | [JECFA Number]
753 | [Merck ]
7937 | [BRN ]
2040703 | [Dielectric constant]
9.5（20℃） | [Cosmetics Ingredients Functions]
PERFUMING | [InChI]
1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1 | [InChIKey]
NZGWDASTMWDZIW-MRVPVSSYSA-N | [SMILES]
C[C@@H]1CC\C(=C(\C)C)C(=O)C1 | [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 Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS08 | [Signal word ]
Warning | [Hazard statements ]
H302-H351 | [Precautionary statements ]
P202-P264-P270-P280-P301+P312-P308+P313 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
OT0261000
| [F ]
10-23 | [TSCA ]
TSCA listed | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29142990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral
Carc. 2 | [Hazardous Substances Data]
89-82-7(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 470 mg/kg LD50 dermal Rabbit 3090 mg/kg |
| Hazard Information | Back Directory | [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]
(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
| [Uses]
(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
| [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 | [storage]
Store at -20°C | [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.] |
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