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Topic summary

Carvone

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
Δ-p-Menthadien-2-one
1-Methyl-4-isopropenyl-Δ-cyclohexen-2-one
Carvol (obsolete)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.002.508KEGG
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
    Key: ULDHMXUKGWMISQ-UHFFFAOYSA-N
  • 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 mass150.22 g/mol Appearance Clear, colorless liquid Density0.96 g/cm Melting point25.2 °C (77.4 °F; 298.3 K) Boiling point231 °C (448 °F; 504 K) (91 °C @ 5mmHg) Insoluble (cold)
Slightly soluble (hot)/soluble in trace amounts Solubility in ethanolSoluble Solubility in diethyl etherSoluble Solubility in chloroformSoluble −61° (R)-Carvone
61° (S)-Carvone −92.2×10 cm/mol Hazards Occupational safety and health (OHS/OSH):
Main hazards
Flammable GHS labelling: DangerH304, H315, H317, H411P261, P264, P270, P272, P273, P280, P301+P310, P301+P312, P302+P352, P321, P330, P331, P332+P313, P333+P313, P362, P363, P391, P405, P501NFPA 704 (fire diamond)
1
2
0
Safety data sheet (SDS) External MSDSRelated compounds
Related ketone
menthone

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).
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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.

Wikipedia source