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W246830

Sigma-Aldrich

Isoeugenol

natural, 99%, FG

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Synonym(s):
2-Methoxy-4-propenylphenol
Linear Formula:
CH3OC6H3(CH=CHCH3)OH
CAS Number:
Molecular Weight:
164.20
FEMA Number:
2468
Beilstein:
1909602
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
4.004
NACRES:
NA.21

biological source

Betel leaf oil

Quality Level

grade

FG
Fragrance grade
Halal
Kosher
natural

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

99%

composition

contains IFRA and EU 1223/2009 restricted Isoeugenol

refractive index

n20/D 1.575 (lit.)

bp

132 °C/10 mmHg (lit.)

density

1.083 g/mL at 25 °C

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

isoeugenol

Organoleptic

clove; woody; spicy; smoky; sweet

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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Isoeugenol natural, 99%, FG

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Isoeugenol mixture of cis and trans, 99%, FG

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W246808

Isoeugenol

Methyl isoeugenol &#8805;98%, FG

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W247618

Methyl isoeugenol

&#946;-Caryophyllene &#8805;80%, FCC, FG

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W225207

β-Caryophyllene

grade

FG, Fragrance grade, Halal, Kosher, natural

grade

FG, Fragrance grade, Halal, Kosher

grade

FG, Halal, Kosher

grade

FG, Fragrance grade, Halal, Kosher

agency

follows IFRA guidelines

agency

follows IFRA guidelines, meets purity specifications of JECFA

agency

meets purity specifications of JECFA

agency

follows IFRA guidelines, meets purity specifications of JECFA

vapor density

>1 (vs air)

vapor density

>1 (vs air)

vapor density

-

vapor density

-

assay

99%

assay

99%

assay

≥98%

assay

≥80%

refractive index

n20/D 1.575 (lit.)

refractive index

n20/D 1.575 (lit.)

refractive index

n20/D 1.568 (lit.)

refractive index

n20/D 1.5 (lit.)

General description

Isoeugenoli is an isomer of eugenol found in essential oils, soaps, wine, monsoon coffee, and various herbs and plants. It acts as a flavoring and storage agent, and has antioxidant properties. It is used to produce vanillin, essential oils, flavorings, and perfumes. It is an essential oil ingredient, recognized as GRAS (generally recognized as safe) and approved as a food flavoring agent.

Application

Isoeugenol is used as a starting material to produce vanillin through a biological process.

Pictograms

Exclamation mark

Signal Word

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 Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup


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Isoeugenol significantly inactivates Escherichia coli O157: H7, Salmonella enterica, and Listeria monocytogenes in refrigerated tyndallized pineapple juice with added Yucca schidigera extract
Thomas-Popo E, et al.
Food Control, 106, 106727-106727 (2019)
A comparative study of the antioxidant/prooxidant activities of eugenol and isoeugenol with various concentrations and oxidation conditions
Atsumi T, et al.
Toxicology in vitro, 19(8), 1025-1033 (2005)
Synthesis and Antimicrobial Activity of Isoeugenol Hybrid Derivatives
Gangan VD, et al.
International Journal of Scientific Research, 4(2), 886-891 null
Isolation and identification of a novel strain of Pseudomonas chlororaphis capable of transforming isoeugenol to vanillin
Kasana RC, et al.
Current Microbiology, 54, 457-461 (2007)
Anne S Kienhuis et al.
Toxicological sciences : an official journal of the Society of Toxicology, 147(1), 68-74 (2015-06-07)
Currently, hazard characterization of skin sensitizers is based on data obtained from studies examining single chemicals. Many consumer products, however, contain mixtures of sensitizers that might interact in such a way that the response induced by a substance is higher

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