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(R)-(−)-Carvone

(R)-(−)-Carvone
1 of 1 reviewers received a sample product or took part in a promotion

98%

Synonym(s):

(−)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol

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$36.84
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$61.68
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$140.62

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5 ML
$36.84
100 ML
$61.68
500 ML
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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
6485-40-1
Molecular Weight:
150.22
Beilstein/REAXYS Number:
2206714
EC Number:
229-352-5
MDL number:
MFCD00001578
UNSPSC Code:
12352115
PubChem Substance ID:
24847635
NACRES:
NA.22

$36.84

List Price$39.70Save 7%
Only 86 left in stockDetails
Request a Bulk Order

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

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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.[1] It participates in the diastereoselective synthesis of homochiral octalones.[2]

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.[3] It may be employed as starting reagent for the synthesis of differently protected (4S,6R,7R)-trihydroxy-1-octyne derivatives.[4]
Chiral starting material.[5][6]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1209V
WXBD7936V
MKCR7856
MKCN0167
MKCL2825

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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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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Reviews

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  1. Chicago, IL
    • Reviews 2
    • Vote 1
    5 out of 5 stars.

    Worked Well For Our OChem Unit

    The product arrived quickly and well package with no damage. The product was still in good condition and had a strong smell which was necessary for our demonstration.

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