124931

(R)-(−)-Carvone

98%

• Synonym(s): (−)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol
• Empirical Formula (Hill Notation): C₁₀H₁₄O
• CAS Number: 6485-40-1
• Molecular Weight: 150.22
• Beilstein: 2206714
• EC Number: 229-352-5
• MDL number: MFCD00001578
• UNSPSC Code: 12352115
• PubChem Substance ID: 24847635
• NACRES: NA.22

Properties

• vapor density: 5.2 (vs air)
• vapor pressure: 0.4 mmHg ( 20 °C)
• Assay: 98%
• form: liquid
• optical activity: [α]20/D −61°, neat
• refractive index: n20/D 1.497 (lit.)
• bp: 227-230 °C (lit.)
• density: 0.959 g/mL at 25 °C (lit.)
• SMILES string: CC(=C)[C@@H]1CC=C(C)C(=O)C1
• InChI: 1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1
• InChI key: ULDHMXUKGWMISQ-SECBINFHSA-N

Description

General description

(R)-(−)-Carvone is a monoterpenoid. Its ozonolysis in the gaseous phase has been proposed. Aldehydes (formaldehyde) and biradicals were obtained as the major products. It participates in the diastereoselective synthesis of homochiral octalones.

Application

(R)-(−)-Carvone may be employed as starting reagent for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1, a useful intermediate formed during the synthesis of terpenoids. It may be employed as starting reagent for the synthesis of differently protected (4S,6R,7R)-trihydroxy-1-octyne derivatives.

Chiral starting material.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H317
• Precautionary Statements: P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Skin Sens. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 192.2 °F - closed cup
• Flash Point(C): 89 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves