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6485-40-1 - (R)-(-)-Carvone, 98% - (R)-(-)-5-Isopropenyl-2-methyl-2-cyclohexenone - (R)-(-)-p-Mentha-6,8-dien-2-one - A13900 - Alfa Aesar

A13900 (R)-(-)-Carvone, 98%

CAS Number
6485-40-1
Synonyms
(R)-(-)-5-Isopropenyl-2-methyl-2-cyclohexenone
(R)-(-)-p-Mentha-6,8-dien-2-one

Size Price ($) Quantity Availability
50g 25.43
250g 83.48
1000g 243.20
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(R)-(-)-Carvone, 98%

MDL
MFCD00001578
EINECS
229-352-5

Chemical Properties

Formula
C10H14O
Formula Weight
150.22
Boiling Point
228-230°
Flash Point
93°(199°F)
Density
0.959
Refractive Index
1.4990
Solubility
Miscible with alcohol, ether, chloroform, propylene glycol and mineral oils. Immiscible with water and glycerol.

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.

Notes

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

Literature References

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.

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H227

Harmful if swallowed. Combustible liquid.

Precautionary Statements: P280f

Wear protective clothing.

Other References

Beilstein
2206714
Harmonized Tariff Code
2914.29
TSCA
Yes
RTECS
OS8650000

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