218235

(−)-Menthone

90%

• Synonym(s): (1R,4S)-p-Menthan-3-one, (2S,5R)-2-Isopropyl-5-methylcyclohexanone
• Empirical Formula (Hill Notation): C₁₀H₁₈O
• CAS Number: 14073-97-3
• Molecular Weight: 154.25
• Beilstein: 2041368
• EC Number: 237-926-1
• MDL number: MFCD00001634
• UNSPSC Code: 12352115
• PubChem Substance ID: 24853053
• NACRES: NA.22

Properties

• vapor pressure: 0.5 mmHg ( 20 °C)
• Assay: 90%
• form: liquid
• optical activity: [α]20/D −20°, neat
• impurities: 5% isomenthone
• refractive index: n20/D 1.45 (lit.)
• bp: 207-210 °C (lit.)
• density: 0.893 g/mL at 20 °C (lit.)
• functional group: ketone
• SMILES string: CC(C)[C@@H]1CC[C@@H](C)CC1=O
• InChI: 1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1
• InChI key: NFLGAXVYCFJBMK-BDAKNGLRSA-N

Description

General description

(-)-Menthone is a monoterpenoid compound found in the essential oil extracted from the maturing peppermint (Mentha piperita L.) leaves.

(-)-Menthone can undergo hydrogenation to yield a mixture of (-)-menthol and (+)-neomenthol.

Application

(-)-Menthone may be used to synthesize chiral neomenthyl derivatives, optically pure α-ferrocenylalkylamines and optically active polyalkylcyclohexanones.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H317
• Precautionary Statements: P261 - P264 - P272 - P280 - P302 + P352 - P333 + P313
• Hazard Classifications: Skin Irrit. 2 - Skin Sens. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 165.2 °F
• Flash Point(C): 74 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves