W247502

Sigma-Aldrich

Methyl eugenol

≥98%, FCC

Synonym(s):
Eugenyl methyl ether, 4-Allyl-1,2-dimethoxybenzene, Eugenol methyl ether
Linear Formula:
H2C=CHCH2C6H3(OCH3)2
CAS Number:
Molecular Weight:
178.23
FEMA Number:
2475
Beilstein/REAXYS Number:
1910871
EC Number:
Council of Europe no.:
185
MDL number:
PubChem Substance ID:
NACRES:
NA.21
Pricing and availability is not currently available.

Quality Level

biological source

synthetic

grade

Halal
Kosher

Agency/Method

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.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

cinnamon; clove; spicy; sweet; warm

food allergen

no known allergens

fragrance allergen

eugenol

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.

Packaging

1 kg in poly bottle
10, 25 kg in poly drum

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.
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Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

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...
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)
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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