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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

Stock No. Size Price ($) Quantity Availability
A13900-18 50g 26.50
A13900-30 250g 97.20
A13900-0B 1000g 322.00
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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
Storage & Sensitivity
Ambient temperatures.
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: H227-H317

Combustible liquid. May cause an allergic skin reaction.

Precautionary Statements: P210-P261-P272-P280-P302+P352-P333+P313-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. If skin irritation or rash occurs: Get medical advice/attention. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
2206714
Harmonized Tariff Code
2914.29
TSCA
Yes
RTECS
OS8650000

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