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124931

(R)-(−)-Carvone

Name: (<I>R</I>)-(−)-Carvone
Brand: ALDRICH

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:

6485-40-1

Molecular Weight:

150.22

UNSPSC Code:

12352115

NACRES:

NA.22

PubChem Substance ID:

24847635

EC Number:

229-352-5

Beilstein/REAXYS Number:

2206714

MDL number:

MFCD00001578

Assay:

98%

Form:

liquid

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Properties

vapor density

5.2 (vs air)

Quality Level

100

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

Description

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.

pictograms

GHS07

signalword

Warning

hcodes

H302,H317

pcodes

P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

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Context- and Output Layer-Dependent Long-Term Ensemble Plasticity in a Sensory Circuit.

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)

Liebigs Ann. Chem., 403-403 (1993)

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