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

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

CAS: 6485-40-1 | C10H14O | 150.22 g/mol
数量:
50 g
250 g
1000 g
製品番号(カタログ番号) A13900.0B
または、製品番号A13900-0B
価格(JPY)
-
数量:
1000 g
一括またはカスタム形式をリクエストする
化学物質識別子
CAS6485-40-1
IUPAC Name(5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
Molecular FormulaC10H14O
InChI KeyULDHMXUKGWMISQ-SECBINFHSA-N
SMILESCC(=C)[C@@H]1CC=C(C)C(=O)C1
さらに表示
Appearance (Color)Clear colorless to yellow
Identification (FTIR)Conforms
Optical Rotation-61.0 ± 1.0? (neat)
Assay (GC)≥97.5%
Refractive Index1.4970-1.5010 @ 20?C
さらに表示
(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.
RUO – Research Use Only

General References:

  1. Kumaran, R. S.; Mehta, G. An enantiodivergent protocol from R-(-)-carvone: synthesis of dihydroagarofuran sesquiterpenoid 1-deacetoxy-ent-orbiculin A. Tetrahedron 2015, 71 (10), 1547-1554.
  2. Perna, J. C.; Wotjak, C. T.; Stork, O.; Engelmann, M. Timing of presentation and nature of stimuli determine retroactive interference with social recognition memory in mice. Physiol. Behav. 2015, 143, 10-14.