Merck
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124931

Sigma-Aldrich

(R)-(−)-Carvone

98%

Sinônimo(s):
p-Mentha-6,8-dien-2-one, (−)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, Carvol
Empirical Formula (Hill Notation):
C10H14O
Número CAS:
Peso molecular:
150.22
Beilstein:
2206714
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

100

densidade de vapor

5.2 (vs air)

pressão de vapor

0.4 mmHg ( 20 °C)

teor

98%

forma

liquid

atividade óptica

[α]20/D −61°, neat

índice de refração

n20/D 1.497 (lit.)

pb

227-230 °C (lit.)

densidade

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

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Descrição geral

(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.

Aplicação

Chiral starting material.
(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.

Embalagem

5 mL in glass bottle
100, 500 mL in poly bottle

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Acute Tox. 4 Oral - Skin Sens. 1

Código de classe de armazenamento

10 - Combustible liquids

WGK

WGK 1

Ponto de fulgor (ºF)

192.2 °F - closed cup

Ponto de fulgor (ºC)

89 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificado de análise

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Certificado de origem

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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)
Yoshiyuki Yamada et al.
Neuron, 93(5), 1198-1212 (2017-02-28)
Sensory information is translated into ensemble representations by various populations of projection neurons in brain circuits. The dynamics of ensemble representations formed by distinct channels of output neurons in diverse behavioral contexts remains largely unknown. We studied the two output
An improved synthesis of homochiral octalones from (-)-carvone.
Tenius BSM, et al.
Tetrahedron Asymmetry, 4(4), 633-636 (1993)

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