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(R)-(-)-Carvone, 98%

Catalog No. AAA1390030
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Catalog No. AAA1390030 Supplier Thermo Scientific Chemicals Supplier No. A1390030
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CAS: 6485-40-1 | C10H14O | 150.22 g/mol

(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.

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

Specifications

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
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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

RUO – Research Use Only