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

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

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250 g
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1000 g
Catalog number A13900.30
also known as A13900-30
Price (USD)/ Each
111.65
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124.00 
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Quantity:
250 g
Request bulk or custom format
Price (USD)/ Each
111.65
Online exclusive
124.00 
Save 12.35 (10%)
Add to cart
(R)-(-)-Carvone, 98%, Thermo Scientific Chemicals
Catalog numberA13900.30
Price (USD)/ Each
111.65
Online exclusive
124.00 
Save 12.35 (10%)
-
Add to cart
Chemical Identifiers
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
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SpecificationsSpecification SheetSpecification Sheet
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
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(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.