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Key Documents

W506907

Sigma-Aldrich

(1S)-(−)-Verbenone

≥93%

Sinonimo/i:

(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

Formula empirica (notazione di Hill):
C10H14O
Numero CAS:
Peso molecolare:
150.22
Beilstein:
1907623
Numero CE:
Numero MDL:
Codice UNSPSC:
12164502
ID PubChem:
NACRES:
NA.21

Origine biologica

synthetic

Livello qualitativo

Grado

Fragrance grade
Halal
Kosher

agenzia

follows IFRA guidelines

Conformità normativa

EU Regulation 1223/2009

Saggio

≥93%

Attività ottica

[α]20/D −140°, c = 10 in ethanol

Indice di rifrazione

n20/D 1.496 (lit.)

P. eboll.

227-228 °C (lit.)

Densità

0.975 g/mL at 20 °C (lit.)

applicazioni

flavors and fragrances

Documentazione

see Safety & Documentation for available documents

Allergene alimentare

no known allergens

Allergene in fragranze

no known allergens

Organolettico

camphoraceous; minty; spicy

Stringa SMILE

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
DCSCXTJOXBUFGB-JGVFFNPUSA-N

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Applicazioni

  • 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).

Esclusione di responsabilità

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

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

185.0 °F - closed cup

Punto d’infiammabilità (°C)

85 °C - closed cup

Dispositivi di protezione individuale

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


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Certificati d'analisi (COA)

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Sigma-Aldrich

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Olivetol

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
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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