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Methyl eugenol

analytical standard

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
Beilstein:
1910871
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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.

Other Notes

This compound is commonly found in plants of the genus: cannabis cinnamomum

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


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Benefits of the Mediterranean Diet in the Elderly Patient (2018)
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)
Ala' A A Al-Subeihi et al.
Toxicology and applied pharmacology, 260(3), 271-284 (2012-03-27)
This study defines a physiologically based kinetic (PBK) model for methyleugenol (ME) in human based on in vitro and in silico derived parameters. With the model obtained, bioactivation and detoxification of methyleugenol (ME) at different doses levels could be investigated.

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