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Sigma-Aldrich

4-Allyl-1,2-dimethoxybenzene

99%

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:
93-15-2
Molecular Weight:
178.23
Beilstein/REAXYS Number:
1910871
EC Number:
202-223-0
MDL number:
MFCD00008652
UNSPSC Code:
12352100
PubChem Substance ID:
24857155
NACRES:
NA.22

Quality Level

100

assay

99%

form

liquid

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.)

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

4-Allyl-1,2-dimethoxybenzene was identified and quantified using automated headspace solid-phase microextraction coupled with GC/MS/MS.

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Suparmi Suparmi et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 118, 53-67 (2018-05-05)
The consumer risks of jamu, Indonesian traditional herbal medicines, was assessed focussing on the presence of alkenylbenzene containing botanical ingredients. Twenty-three out of 25 samples contained alkenylbenzenes at levels ranging from 3.8 to 440 μg/kg, with methyleugenol being the most frequently
Katerina Bousova et al.
Journal of AOAC International, 94(4), 1189-1199 (2011-09-17)
A method was developed using automated headspace solid-phase microextraction coupled with GC/MS/MS to simultaneously determine the presence of seven biologically active flavoring substances whose levels of use in processed foods is controlled by statutory limits. The method can be applied
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
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
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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