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Merck

34038

Supelco

Isoeugenol

analytical standard

Sinónimos:

2-Methoxy-4-propenylphenol

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About This Item

Fórmula lineal:
CH3OC6H3(CH=CHCH3)OH
Número de CAS:
Peso molecular:
164.20
Beilstein/REAXYS Number:
1909602
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.575 (lit.)

bp

132 °C/10 mmHg (lit.)

density

1.084 g/cm3

application(s)

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

format

neat

SMILES string

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+

InChI key

BJIOGJUNALELMI-ONEGZZNKSA-N

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General description

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

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


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Determination of vanillin, eugenol and isoeugenol by RP-HPLC.
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Chromatographia, 60(11-12), 709-713 (2004)
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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
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

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