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Documentos Principais

34038

Supelco

Isoeugenol

analytical standard

Sinônimo(s):

2-Methoxy-4-propenylphenol

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About This Item

Fórmula linear:
CH3OC6H3(CH=CHCH3)OH
Número CAS:
Peso molecular:
164.20
Beilstein:
1909602
Número CE:
Número MDL:
Código UNSPSC:
85151701
ID de substância PubChem:
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

densidade de vapor

>1 (vs air)

pressão de vapor

<0.01 mmHg ( 20 °C)

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

índice de refração

n20/D 1.575 (lit.)

p.e.

132 °C/10 mmHg (lit.)

densidade

1.084 g/cm3

aplicação(ões)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

Formato

neat

cadeia de caracteres SMILES

OC1=CC=C(/C=C/C)C=C1OC

InChI

1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+

chave InChI

BJIOGJUNALELMI-ONEGZZNKSA-N

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Descrição geral

Isoeugenol belongs to the class of phenylpropenes, naturally occurring in the essential oils of plants. It can also be obtained from eugenol by isomerization. It has been used as a substrate in the preparation of vanillin via enzymatic transformation by lipoxygenase enzyme.

Aplicação

Isoeugenol may be used as an analytical reference standard for the determination of the analyte in bioconversion broth using reversed-phase high-performance liquid chromatography with ultraviolet detection (RP-HPLC-UV).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

233.6 °F - closed cup

Ponto de fulgor (°C)

112 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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The monolignol pathway contributes to the biosynthesis of volatile phenylpropenes in flowers.
Muhlemann KJ, et al.
The New phytologist, 204(3), 661-670 (2014)
Determination of vanillin, eugenol and isoeugenol by RP-HPLC.
Li-H-Y, et al.
Chromatographia, 60(11-12), 709-713 (2004)
Long He et al.
Organic letters, 14(12), 3158-3161 (2012-06-08)
Highly enantio- and diastereoselective three-component inverse electron-demand aza-Diels-Alder reaction of aldehydes, anilines, and isoeugenol derivatives catalyzed by a chiral phosphoric acid catalyst are reported. A wide variety of 2,3,4-trisubstituted tetrahydroquinolines containing an aryl group at the 4-position were obtained in
T Atsumi et al.
Toxicology in vitro : an international journal published in association with BIBRA, 19(8), 1025-1033 (2005-06-21)
Eugenol (compound in , 4-allyl-2-methyoxyphenol) and isoeugenol (compound in , 4-propenyl-2-methoxyphenol), both used as a flavor agent in cosmetic and food products, have both prooxidant and antioxidant activities. Their adverse effects such as allergic and inflammatory reaction may be due
Sathya N Prasad et al.
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