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34038

Supelco

Isoeugenol

analytical standard

Synonyme(s) :

2-Methoxy-4-propenylphenol

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About This Item

Formule linéaire :
CH3OC6H3(CH=CHCH3)OH
Numéro CAS:
97-54-1
Poids moléculaire :
164.20
Numéro Beilstein :
1909602
Numéro CE :
202-590-7
Numéro MDL:
MFCD00009285
Code UNSPSC :
85151701
ID de substance PubChem :
329754773
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Densité de vapeur

>1 (vs air)

Pression de vapeur

<0.01 mmHg ( 20 °C)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Indice de réfraction

n20/D 1.575 (lit.)

Point d'ébullition

132 °C/10 mmHg (lit.)

Densité

1.084 g/cm3

Application(s)

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

Format

neat

Chaîne 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+

Clé InChI

BJIOGJUNALELMI-ONEGZZNKSA-N

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Catégories apparentées

Description générale

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.

Application

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

233.6 °F - closed cup

Point d'éclair (°C)

112 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM0004
BCCL7770
BCCL4253
BCCJ5151
BCCF8966

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Sigma-Aldrich

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Sigma-Aldrich

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Vanilline

Determination of vanillin, eugenol and isoeugenol by RP-HPLC.
Li-H-Y, et al.
Chromatographia, 60(11-12), 709-713 (2004)
The monolignol pathway contributes to the biosynthesis of volatile phenylpropenes in flowers.
Muhlemann KJ, et al.
The New phytologist, 204(3), 661-670 (2014)
Sathya N Prasad et al.
Neurotoxicology, 33(5), 1254-1264 (2012-07-31)
Acrylamide (ACR) intoxication in its monomeric form leads to neuronal damage in both experimental animals and humans. Oxidative stress is one of the principle mechanisms related to the neurotoxicity of ACR exposure. Hence, the present study aimed to recapitulate the
Morahem Ashengroph et al.
Applied biochemistry and biotechnology, 166(1), 1-12 (2011-10-13)
To screen strains of halotolerant or halophile bacteria which are able to convert isoeugenol to vanillin, 36 different strains of bacteria isolated from the salty environments in Iran were investigated. During growth on isoeugenol, a moderately halotolerant Gram-negative coccobacil showed
Gurpreet Kaur et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(8), 2689-2695 (2012-05-23)
Isoeugenol, a component of clover oil, possesses potent anti-inflammatory and antioxidant activity. In the present study, we investigated the effect on experimentally induced adjuvant arthritis in rats. Induction of arthritis in adjuvant exposed rats was confirmed by appearance of several
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