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Merck

04607

Supelco

Eugenol-methylether

analytical standard

Synonym(e):

Eugenol-methylether, 4-Allyl-1,2-dimethoxy-benzol

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About This Item

Lineare Formel:
H2C=CHCH2C6H3(OCH3)2
CAS-Nummer:
Molekulargewicht:
178.23
Beilstein:
1910871
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

>98% (GC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Brechungsindex

n20/D 1.534 (lit.)

bp

254-255 °C (lit.)

mp (Schmelzpunkt)

−4 °C (lit.)

Dichte

1.036 g/mL at 25 °C (lit.)

Anwendung(en)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

Format

neat

Lagertemp.

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

InChIKey

ZYEMGPIYFIJGTP-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

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

Signalwort

Warning

Gefahreneinstufungen

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

WGK

WGK 1

Flammpunkt (°F)

closed cup

Flammpunkt (°C)

closed cup


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Benefits of the Mediterranean Diet in the Elderly Patient (2018)
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
Wei Ding et al.
Toxicological sciences : an official journal of the Society of Toxicology, 123(1), 103-112 (2011-06-11)
Methyleugenol (MEG), a constituent of human food, induces malignant tumors in multiple tissues of rats and mice. Although MEG forms DNA adducts and induces unscheduled DNA synthesis in rat liver, it is negative in many in vitro genetic toxicity assays.
D McInnis et al.
Journal of economic entomology, 104(6), 1969-1978 (2012-02-04)
Males of the oriental fruit fly, Bactrocera dorsalis (Hendel), are strongly attracted to methyl eugenol (ME), and recent work demonstrated that ingestion of this chemical enhances male mating success, apparently owing its role as a precursor in the synthesis of
Alexander T Cartus et al.
Toxicological sciences : an official journal of the Society of Toxicology, 129(1), 21-34 (2012-05-23)
Methyleugenol (1) is a constituent of many foods, in particular of herbal spices, and is used as flavoring agent in foodstuffs and as fragrance in cosmetics. 1 has been found to be carcinogenic in rodents, its metabolite, 1-hydroxymethyleugenol (2) acting

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