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124931 Sigma-Aldrich

(R)-(−)-Carvone

98%

Synonym: (−)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol

  • CAS Number 6485-40-1

  • Empirical Formula (Hill Notation) C10H14O

  • Molecular Weight 150.22

  •  Beilstein/REAXYS Number 2206714

  •  EC Number 229-352-5

  •  MDL number MFCD00001578

  •  PubChem Substance ID 24847635

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Boswellia carterii, Cell Biology, Chemical Synthesis, Chiral Building Blocks,
Quality Level   100
vapor density   5.2 (vs air)
vapor pressure   0.4 mmHg ( 20 °C)
assay   98%
optical activity   [α]20/D −61°, neat
refractive index   n20/D 1.497 (lit.)
bp   227-230 °C (lit.)
density   0.959 g/mL at 25 °C (lit.)
SMILES string   CC(=C)[C@@H]1CC=C(C)C(=O)C1
InChI   1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1
InChI key   ULDHMXUKGWMISQ-SECBINFHSA-N

Description

General description

(R)-(−)-Carvone is a monoterpenoid. Its ozonolysis in the gaseous phase has been proposed. Aldehydes (formaldehyde) and biradicals were obtained as the major products. It participates in the diastereoselective synthesis of homochiral octalones.

Application

(R)-(−)-Carvone may be employed as starting reagent for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1, a useful intermediate formed during the synthesis of terpenoids. It may be employed as starting reagent for the synthesis of differently protected (4S,6R,7R)-trihydroxy-1-octyne derivatives.

Chiral starting material.

Packaging

100, 500 mL in poly bottle

5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
OS8650000
Flash Point(F) 
192.2 °F - closed cup
Flash Point(C) 
89 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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