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W224908

Sigma-Aldrich

L-Carvone

natural, 99%, FG

Synonym(s):

(R)-(−)-Carvone, (−)-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
FEMA Number:
2249
Beilstein:
2206714
EC Number:
Council of Europe no.:
146
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.012
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

vapor density

5.2 (vs air)

vapor pressure

0.4 mmHg ( 20 °C)

Assay

99%

composition

contains IFRA restricted carvone

refractive index

n20/D 1.497 (lit.)

bp

227-230 °C (lit.)

density

0.959 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

carvone

Organoleptic

herbaceous; spearmint

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

L-Carvone is one of the key constituents of spearmint (Mentha spicata) oil. Studies indicate that it is a potent feeding-deterrent to stored product beetles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Plant compounds that induce polychlorinated biphenyl biodegradation by Arthrobacter sp. strain B1B.
Gilbert ES & Crowley DE.
Applied and Environmental Microbiology, 63(5), 1933-1938 (1997)
Bioactivities of l-carvone, d-carvone, and dihydrocarvone toward three stored product beetles
Tripathi AK, et al.
Journal of Economic Entomology, 96(5), 1594-1601 (2003)
Tingting Li et al.
Frontiers in microbiology, 9, 3324-3324 (2019-01-29)
Quorum sensing (QS), one of the most remarkable microbiological discoveries, is considered a global gene regulatory mechanism for various traits in bacteria, including virulence and spoilage. Hafnia alvei, an opportunistic pathogen and a dominant psychrophile, uses the lux-type QS system
Carvone: Why and how should one bother to produce this terpene.
de Carvalho CC & da Fonseca MMR.
Food Chemistry, 95(3), 413-422 (2006)
Mengyang Xuan et al.
Organic letters, 14(21), 5492-5495 (2012-10-26)
The total synthesis of the cAMP signaling pathway activator (-)-alotaketal A is reported. A convergent approach to the unusual alotane sesterterpenoid skeleton was employed, exploiting a remarkable LiDBB-mediated coupling of an (R)-carvone-derived δ-lactone with an allyl bromide side chain, followed

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