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Sigma-Aldrich

Methyl eugenol

≥98%, FCC

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Synonym(s):
Eugenol methyl ether, 4-Allyl-1,2-dimethoxybenzene, Eugenyl methyl ether
Linear Formula:
H2C=CHCH2C6H3(OCH3)2
CAS Number:
93-15-2
Molecular Weight:
178.23
FEMA Number:
2475
Beilstein:
1910871
EC Number:
202-223-0
Council of Europe no.:
185
MDL number:
MFCD00008652
PubChem Substance ID:
24901119
NACRES:
NA.21

biological source

synthetic

Quality Level

400

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.

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

H302 - H341 - H351 - H411

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)
Isabel Anna Maria Groh et al.
Food & function, 3(4), 428-436 (2012-02-04)
Methyleugenol is a substituted alkenylbenzene classified by the European Union's Scientific Committee on Food as a genotoxic carcinogen. We addressed cytotoxicity, genotoxicity and mutagenicity caused by methyleugenol and selected oxidative methyleugenol metabolites in Chinese hamster lung fibroblasts V79 cells. Cytotoxicity
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