(R)-(-)-Carvone, 98%, Thermo Scientific Chemicals

Description

(R)-(-)-Carvone is used in the flavor and food industry such as chewing gum additives. It is used in air freshening products such as in essential oils as well as in aromatherapy and alternative medicine. It is used to prepare carvomenthol, carvomenthone, dihydrocarvone, carveol and limonene. It reacts with lithium dimethylcuprate to place a methyl group trans to the isopropenyl group with good stereoselectivity. It is also used as a mosquito repellent and prevent premature sprouting of potatoes. Further, it is employed as an important starting material for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1 and (4S,6R,7R)-trihydroxy-1-octyne derivatives. It is utilized as a vital raw material for the asymmetric total synthesis of natural products. In addition to this, it is used as a chiral starting material.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(R)-(-)-Carvone is used in the flavor and food industry such as chewing gum additives. It is used in air freshening products such as in essential oils as well as in aromatherapy and alternative medicine. It is used to prepare carvomenthol, carvomenthone, dihydrocarvone, carveol and limonene. It reacts with lithium dimethylcuprate to place a methyl group trans to the isopropenyl group with good stereoselectivity. It is also used as a mosquito repellent and prevent premature sprouting of potatoes. Further, it is employed as an important starting material for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1 and (4S,6R,7R)-trihydroxy-1-octyne derivatives. It is utilized as a vital raw material for the asymmetric total synthesis of natural products. In addition to this, it is used as a chiral starting material.

Solubility
Miscible with alcohol, ether, chloroform, propylene glycol and mineral oils. Immiscible with water and glycerol.

Notes
Store in a cool place. Incompatible with strong oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 6485-40-1
• Molecular Formula: C10H14O
• Molecular Weight (g/mol): 150.22
• MDL Number: MFCD00001578
• InChI Key: ULDHMXUKGWMISQ-SECBINFHSA-N
• Synonym: --carvone, l-carvone, r---carvone, l--carvone, r-2-methyl-5-prop-1-en-2-yl cyclohex-2-enone, 4r-carvone, levo-carvone, --p-mentha-6,8-dien-2-one, --r-carvone
• PubChem CID: 439570
• ChEBI: CHEBI:15400
• SMILES: CC(=C)[C@@H]1CC=C(C)C(=O)C1

• Density: 0.959
• Boiling Point: 228°C to 230°C
• Flash Point: 93°C (199°F)
• Odor: Pleasant
• Assay Percent Range: 98%
• Refractive Index: 1.499
• Quantity: 250 g
• Beilstein: 2206714
• Solubility Information: Miscible with alcohol,ether,chloroform,propylene glycol and mineral oils. Immiscible with water and glycerol.
• Optical Rotation: −61° (Neat)
• IUPAC Name: (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
• Formula Weight: 150.22
• Percent Purity: 98%
• Physical Form: Liquid
• Chemical Name or Material: (R)-(-)-Carvone

Safety and Handling

Hazard Category	H227-H317
Hazard Statement	GHS H Statement H302-H227 Harmful if swallowed. Combustible liquid.
Precautionary Statement	P210-P261-P272-P280-P302+P352-P333+P313-P363-P370+P378q-P501c
EINECSNumber	229-352-5
RTECSNumber	OS8650000
TSCA	Yes
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only