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Merck
CN

W506907

(1S)-(−)-Verbenone

≥93%

Synonym(s):

(1S,5S)-2-Pinen-4-one, (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
1196-01-6
Molecular Weight:
150.22
UNSPSC Code:
12164502
NACRES:
NA.21
PubChem Substance ID:
24902029
EC Number:
214-807-2
Beilstein/REAXYS Number:
1907623
MDL number:
MFCD00065445
Organoleptic:
camphoraceous; minty; spicy
Grade:
Fragrance grade, Halal, Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines
Food allergen:
no known allergens

Key Documents

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InChI key

DCSCXTJOXBUFGB-JGVFFNPUSA-N

InChI

1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1

SMILES string

CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C

biological source

synthetic

grade

Fragrance grade, Halal, Kosher

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009

assay

≥93%

optical activity

[α]20/D −140°, c = 10 in ethanol

refractive index

n20/D 1.496 (lit.)

bp

227-228 °C (lit.)

density

0.975 g/mL at 20 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

camphoraceous; minty; spicy

Quality Level

300, 400

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Related Categories

Application

  • Anti-Inflammatory and Antinociceptive Activities of the Essential Oil of Tagetes parryi A. Gray (Asteraceae) and Verbenone.: This article reports on the anti-inflammatory and pain-relief effects of (1S)-(−)-Verbenone as part of the essential oil of Tagetes parryi, suggesting potential therapeutic applications for pain management and inflammation (González-Velasco et al., 2022).

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS9751
SHBS8815
SHBS3378
SHBR0685
SHBP8932

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Gemma P Aguado et al.
The Journal of organic chemistry, 69(23), 7971-7978 (2004-11-06)
The hydrogenation reactions of several cyclobutyl enamides derived from (-)-alpha-pinene or (-)-verbenone have been investigated by using different catalysts. The chiralities of both the substrate and the catalyst as well as the Z/E stereochemistry of the double bond have been
Sergio López et al.
Pest management science, 69(1), 40-47 (2012-07-06)
Some twig beetles in the genus Pityophthorus (Coleoptera: Scolytinae) may vector pitch canker disease Fusarium circinatum (Niremberg & O'Donnell) of Pinus spp. (Pinaceae). Because Pityophthorus pubescens (Marsh.) has been found to be associated with F. circinatum in the Basque Country
Kevin J Dodds et al.
Journal of economic entomology, 103(6), 2094-2099 (2011-02-12)
Sirex noctilio F. (Hymenoptera: Siricidae) is an invasive woodwasp, currently established in northeastern North America. In other regions of the world, stressed trap trees are used to monitor populations of S. noctilio and to provide inoculation points for the biological
Christopher J Fettig et al.
Journal of economic entomology, 102(5), 1846-1858 (2009-11-06)
The western pine beetle, Dendroctonus brevicomis LeConte (Coleoptera: Curculionidae: Scolytinae), is a major cause of ponderosa pine, Pinus ponderosa Dougl. ex Laws., mortality in much of western North America. Currently, techniques for managing D. brevicomis infestations are limited. Verbenone (4,6,6-trimethylbicyclo
Christina Koutsoudaki et al.
Journal of agricultural and food chemistry, 53(20), 7681-7685 (2005-09-30)
The essential oil and gum of Pistacia lentiscus var. chia, commonly known as the mastic tree, are natural antimicrobial agents that have found extensive uses in medicine in recent years. In this work, the chemical composition of mastic oil and
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