Carvone

Carvone is a member of a family of chemicals called terpenoids. Carvone is found naturally in many essential oils, but is most abundant in the oils from seeds of caraway (Carum carvi), spearmint (Mentha spicata), and dill.

Carvone
Names
Preferred IUPAC name
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
Other names
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
2-Methyl-5-(1-methylethenyl)-2-cyclohexenone
Δ6:8(9)-p-Menthadien-2-one
1-Methyl-4-isopropenyl-Δ6-cyclohexen-2-one
Carvol (obsolete)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.508
KEGG
RTECS number
  • OS8650000 (R)
    OS8670000 (S)
UNII
  • InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3 Y
    Key: ULDHMXUKGWMISQ-UHFFFAOYSA-N Y
  • InChI=1/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
    Key: ULDHMXUKGWMISQ-UHFFFAOYAB
  • (R): O=C1C[C@@H](C\C=C1\C)C(C)=C
  • (S): O=C1C[C@H](C\C=C1\C)C(C)=C
Properties
C10H14O
Molar mass 150.22 g/mol
Appearance Clear, colorless liquid
Density 0.96 g/cm3
Melting point 25.2 °C (77.4 °F; 298.3 K)
Boiling point 231 °C (448 °F; 504 K) (91 °C @ 5 mmHg)
Insoluble (cold)
Slightly soluble (hot)/soluble in trace amounts
Solubility in ethanol Soluble
Solubility in diethyl ether Soluble
Solubility in chloroform Soluble
−61° (R)-Carvone
61° (S)-Carvone
−92.2×10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable
GHS labelling:
Danger
H304, H315, H317, H411
P261, P264, P270, P272, P273, P280, P301+P310, P301+P312, P302+P352, P321, P330, P331, P332+P313, P333+P313, P362, P363, P391, P405, P501
NFPA 704 (fire diamond)
1
2
0
Safety data sheet (SDS) External MSDS
Related compounds
Related ketone
menthone
dihydrocarvone
carvomenthone
Related compounds
limonene, menthol,
p-cymene, carveol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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