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Merck
CN

04607

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-223-0
Beilstein/REAXYS Number:
1910871
MDL number:
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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

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


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Warning

Hazard Classifications

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

Storage Class

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)
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.
Weiwei Zheng et al.
Journal of insect physiology, 58(8), 1122-1127 (2012-05-29)
Bactrocera dorsalis is a destructive fruit-eating pest that causes severe economic damage to the fruit and vegetable industry. Methyl eugenol (ME) has been widely used as an effective sexual attractant for male fruit flies through olfactory perception. However, the molecular



Global Trade Item Number

SKUGTIN
183601-10G04061838756251
Y000162104061833808993
04607-50MG04061838634061