124931
(R)-(−)-Carvone
98%
Synonym(s):
(−)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol
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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:
229-352-5
Beilstein/REAXYS Number:
2206714
MDL number:
Assay:
98%
Form:
liquid
vapor density
5.2 (vs air)
Quality Level
vapor pressure
0.4 mmHg ( 20 °C)
assay
98%
form
liquid
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.)
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-/m1/s1
InChI key
ULDHMXUKGWMISQ-SECBINFHSA-N
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
Storage Class
10 - Combustible liquids
flash_point_f
192.2 °F - closed cup
flash_point_c
89 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Gas-phase ozonolysis of the monoterpenoids (S)-(+)-carvone,(R)-(-)-carvone,(-)-carveol, geraniol and citral.
Nunes FMN, et al.
Atmospheric Environment, 39(40), 7715-7730 (2005)
Bryostatin: A novel asymmetric synthesis of the C27-C34 fragment starting from (R)-carvone as chiral template.
De Brabander J, et al.
Tetrahedron Asymmetry, 8(11), 1721-1724 (1997)
Liebigs Ann. Chem., 403-403 (1993)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 124931-5ML | 04061838723222 |
| 124931-500ML | 04061838723215 |
| 124931-100ML | 04061838723208 |