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Methyl eugenol

analytical standard

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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
Beilstein:
1910871
EC Number:
202-223-0
MDL number:
MFCD00008652
PubChem Substance ID:
329747954
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

>98% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

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)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

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 a phenyl methyl ether belonging to the class of alkylbenzenes. It is derived from eugenol and commonly identified as one of the important components of basil essential oil. It is widely used as an active pesticide ingredient and also employed as an insect parapheromone in insect traps, to attract certain species such as oriental fruit flies.

Application

Methyl eugenol may be used as an analytical reference standard for the quantification of the analyte in the following:        
  • Essential oil of Pimenta pseudocaryophyllus using high-performance liquid chromatography (HPLC). The purity of the extracted compound is then determined by gas chromatography coupled to flame ionization detector (GC/FID).       
  • Stem bark of Cinnamomum zeylanicum Blume using reversed-phase high-performance liquid chromatography (RP-HPLC) with UV-visible detection.       
  • Rosa hybrida using gas-chromatography coupled to mass spectrometry (GC-MS) technique.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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The Western Herbal Tradition E-Book: 2000 years of medicinal plant knowledge (2010)
Isolation of chavibetol and methyleugenol from essential oil of Pimenta pseudocaryophyllus by high performance liquid chromatography
Niculau SdE, et al.
Molecules (Basel), 23(11), 2909-2909 (2018)
Simultaneous quantitative determination of cinnamaldehyde and methyl eugenol from stem bark of Cinnamomum zeylanicum Blume using RP-HPLC
Gursale A, et al.
Journal of Chromatographic Science, 48(1), 59-62 (2010)
Benefits of the Mediterranean Diet in the Elderly Patient (2018)
Kristin Herrmann et al.
Mutagenesis, 27(4), 453-462 (2012-02-18)
Methyleugenol, a secondary metabolite present in many herbal spices, is carcinogenic in various tissues of mice and rats but negative in standard in vitro mutagenicity tests. Several observations indicate that hydroxylation followed by sulfation is an important activation pathway in
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