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W247502

Sigma-Aldrich

Methyl eugenol

≥98%, FCC

Synonym(s):

Eugenol methyl ether, 4-Allyl-1,2-dimethoxybenzene, Eugenyl methyl ether

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About This Item

Linear Formula:
H2C=CHCH2C6H3(OCH3)2
CAS Number:
Molecular Weight:
178.23
FEMA Number:
2475
Beilstein:
1910871
EC Number:
Council of Europe no.:
185
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
FCC

Assay

≥98%

refractive index

n20/D 1.534 (lit.)

bp

254-255 °C (lit.)

mp

−4 °C (lit.)

density

1.036 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

eugenol

Organoleptic

cinnamon; clove; spicy; sweet; warm

SMILES string

COc1ccc(CC=C)cc1OC

InChI

1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3

InChI key

ZYEMGPIYFIJGTP-UHFFFAOYSA-N

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General description

Methyl eugenol is one of the main constituents of the essential oil of Ocimum species. It is also an attractant for the oriental fruit flies.

Application


  • Development of broad-spectrum immunoassay with monoclonal antibody to detect five eugenols and study of their molecular recognition mechanism.: This article presents a new immunoassay using a monoclonal antibody designed to detect multiple eugenol derivatives including methyl eugenol, offering insights into their molecular interactions and potential applications in food safety and pharmaceutical analysis (Luo et al., 2024).


Biochem/physiol Actions

Taste at 1.5 ppm

Other Notes

Natural occurrence: Anise, banana, basil, cinnamon, cloves, nutmeg, plum, raspberry, peach, papaya, passionfruit, and apricot.

Disclaimer

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Muta. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Biosynthesis of estragole and methyl-eugenol in sweet basil (Ocimum basilicum L). Developmental and chemotypic association of allylphenol O-methyltransferase activities.
Lewinsohn E, et al.
Plant Science, 160(1), 27-35 (2004)
Roktim Gogoi et al.
Current pharmaceutical biotechnology, 21(10), 927-938 (2020-02-18)
The essential oil of methyl eugenol rich Cymbopogon khasianus Hack. was evaluated and its bioactivities were compared with pure methyl eugenol. So far, methyl eugenol rich essential oil of lemongrass was not studied for any biological activities; hence, the present
Essential oil yield and quality of methyl eugenol rich Ocimum tenuiflorum Lf (syn. O. sanctum L.) grown in south India as influenced by method of harvest.
Kothari SK, et al.
Journal of Chromatography A, 1054(1), 67-72 (2004)
Attraction of the oriental fruit fly, Dacus dorsalis, to methyl eugenol and related olfactory stimulants.
Metcalf RL, et al.
Proceedings of the National Academy of Sciences of the USA, 72(7), 2501-2505 (1975)
Alexander T Cartus et al.
Toxicological sciences : an official journal of the Society of Toxicology, 129(1), 21-34 (2012-05-23)
Methyleugenol (1) is a constituent of many foods, in particular of herbal spices, and is used as flavoring agent in foodstuffs and as fragrance in cosmetics. 1 has been found to be carcinogenic in rodents, its metabolite, 1-hydroxymethyleugenol (2) acting

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