376388

(R)-(+)-Pulegone

≥90%

• Synonym(s): (+)-Pulegone, (R)-2-Isopropylidene-5-methylcyclohexanone, (R)-p-Menth-4(8)-en-3-one, p-Menth-4(8)-en-3-one
• Empirical Formula (Hill Notation): C₁₀H₁₆O
• CAS Number: 89-82-7
• Molecular Weight: 152.23
• Beilstein: 2040703
• EC Number: 201-943-2
• MDL number: MFCD00063000
• UNSPSC Code: 12352200
• PubChem Substance ID: 24863438
• NACRES: NA.22

Properties

• vapor pressure: 138 mmHg ( 25 °C)
• Assay: ≥90%
• form: liquid
• optical activity: [α]20/D +23.5°, neat
• refractive index: n20/D 1.486 (lit.)
• bp: 224 °C (lit.)
• density: 0.937 g/mL at 25 °C (lit.)
• functional group: ketone
• 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 the 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

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H302,H351
• Precautionary Statements: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 179.6 °F - closed cup
• Flash Point(C): 82 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves