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Merck

W506907

Sigma-Aldrich

(1S)-(−)-Verbenon

≥93%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H14O
CAS-Nummer:
Molekulargewicht:
150.22
Beilstein:
1907623
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12164502
PubChem Substanz-ID:
NACRES:
NA.21

Biologische Quelle

synthetic

Qualitätsniveau

Qualität

Fragrance grade
Halal
Kosher

Agentur

follows IFRA guidelines

Einhaltung gesetzlicher Vorschriften

EU Regulation 1223/2009

Assay

≥93%

Optische Aktivität

[α]20/D −140°, c = 10 in ethanol

Brechungsindex

n20/D 1.496 (lit.)

bp

227-228 °C (lit.)

Dichte

0.975 g/mL at 20 °C (lit.)

Anwendung(en)

flavors and fragrances

Dokumentation

see Safety & Documentation for available documents

Nahrungsmittelallergen

no known allergens

Allergener Duftstoff

no known allergens

Organoleptisch

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

InChIKey

DCSCXTJOXBUFGB-JGVFFNPUSA-N

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Verwandte Kategorien

Anwendung

  • 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).

Haftungsausschluss

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

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

185.0 °F - closed cup

Flammpunkt (°C)

85 °C - closed cup

Persönliche Schutzausrüstung

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


Analysenzertifikate (COA)

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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
Nancy E Gillette et al.
Environmental entomology, 41(6), 1575-1586 (2013-01-17)
In an attempt to improve semiochemical-based treatments for protecting forest stands from bark beetle attack, we compared push-pull versus push-only tactics for protecting lodgepole pine (Pinus contorta Douglas ex Loudon) and whitebark pine (Pinus albicaulis Engelm.) stands from attack by
Zulfa Yoosuf-Aly et al.
Chemical communications (Cambridge, England), 48(56), 7040-7042 (2012-06-12)
The enzyme-guided asymmetric synthesis of (+)-verbenone from geranyl diphosphate in a simple two-step, one pot transformation highlights the potential of chemoenzymatic procedures for the generation of high-value terpenoids.

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