435759
(S)-(+)-Carvone
96%
Synonym(s):
(+)-Carvone, (S)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one
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About This Item
Empirical Formula (Hill Notation):
C10H14O
CAS Number:
Molecular Weight:
150.22
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-827-2
Beilstein/REAXYS Number:
2042970
MDL number:
Assay:
96%
Form:
liquid
Quality Level
assay
96%
form
liquid
optical activity
[α]23/D +55.0±7°, neat
refractive index
n20/D 1.497 (lit.)
bp
96-98 °C/10 mmHg (lit.)
density
0.96 g/mL at 25 °C (lit.)
functional group
ketone
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-/m0/s1
InChI key
ULDHMXUKGWMISQ-VIFPVBQESA-N
General description
(S)-(+)-Carvone, a monoterpene found mainly in caraway and dill seed oils, is used in cosmetic, food and pharmaceutical preparations.
Application
(S)-(+)-Carvone can be used as a starting material to synthesize:
- (-)-Samaderine Y, a pentacyclic quassinoid.
- (-)-Ambrox, a terpenoid responsible for the odor of ambergris.
- 3β-Acetoxydrimenin (a sesquiterpene) via conjugated addition of potassium cyanide followed by base catalyzed Robinson annulation reaction.
- Thapsigargin family members such as trilobolide, nortrilobolide, and thapsivillosin F.
Packaging
(S)-(+)-Carvone, a monoterpene found mainly in caraway and dill seed oils, is used in cosmetic, food and pharmaceutical preparations.
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signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1A
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
204.1 °F - closed cup
flash_point_c
95.6 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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Influence of the chirality of (R)-(-)-and (S)-(+)-carvone in the central nervous system: A comparative study.
Chirality, 19(4), 264-268 (2007)
Total Synthesis of (-)-Samaderine Y from (S)-(+)-Carvone
Shing TKM and Yeung YY
Angewandte Chemie (International Edition in English), 117(48), 8195-8198 (2005)
Total synthesis of (-)-Ambrox from S-(+)-carvone (part 6)
Verstegen-Haaksma AA, et al.
Tetrahedron, 50(33), 10095-10106 (1994)