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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
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Quality Level

300, 400

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

SMILES string

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

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

InChI key

DCSCXTJOXBUFGB-JGVFFNPUSA-N

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.

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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
STBJ1919
STBK1254
STBJ5418
STBJ4210
STBJ1365

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Vitaly Kovalenko et al.
Chirality, 31(10), 865-869 (2019-08-09)
R/S mixture of monoterpene alcohol cis-verbenol can be separated in preparative scale by its conversion into phthalic mono-ester and subsequent crystallization of its diastereomeric salts with (R)-α-methylbenzylamine and (S)-α-methylbenzylamine. Finally, basic methanolysis of the resolved phthalic mono-esters results (S)-cis-verbenol and
Deepa S Pureswaran et al.
Journal of economic entomology, 105(1), 140-148 (2012-03-17)
We collected, identified, and quantified volatiles arising from individual gallery entrances of the monogamous bark beetle Dendroctonus frontalis Zimmermann. Samples were collected while the insects were mass attacking mature loblolly pines (Pinus taeda L.) in an established infestation in western
Christopher J Fettig et al.
Journal of economic entomology, 105(1), 149-160 (2012-03-17)
Currently, techniques for managing western pine beetle, Dendroctonus brevicomis LeConte (Coleoptera: Curculionidae, Scolytinae), infestations are limited to tree removals (thinning) that reduce stand density and presumably host susceptibility, and/or the use of insecticides to protect individual trees. There continues to
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Global Trade Item Number

SKUGTIN
W506907-1KG-K04061838249357
W506907-100G-K04061838094070
W506907-5KG-K04061838108180
W506907-SAMPLE-K04061838194237