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W505005

Sigma-Aldrich

Diethyl maleate

≥96%, FG

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Synonym(s):
Maleic acid diethyl ester
Linear Formula:
C2H5OCOCH=CHCOOC2H5
CAS Number:
141-05-9
Molecular Weight:
172.18
Beilstein:
1100825
EC Number:
205-451-9
MDL number:
MFCD00009191
UNSPSC Code:
12164502
PubChem Substance ID:
24902021
Flavis number:
9.351
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG

reg. compliance

EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 110

vapor density

5.93 (vs air)

vapor pressure

1 mmHg ( 14 °C)

Assay

≥96%

autoignition temp.

662 °F

refractive index

n20/D 1.441 (lit.)

bp

225 °C (lit.)

mp

−10 °C (lit.)

density

1.064 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

banana; fruity; citrus

SMILES string

CCOC(=O)\C=C/C(=O)OCC

InChI

1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5-

InChI key

IEPRKVQEAMIZSS-WAYWQWQTSA-N

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General description

Diethyl maleate is reported to occur in the cabernet sauvignon wine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Sens. 1

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Some volatile components of Vitis vinifera variety Cabernet Sauvignon wine.
Slingsby RW, et al.
American Journal of Enology and Viticulture, 31(4), 360-363 (1980)
Lauren Drowley et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 18(10), 1865-1873 (2010-07-29)
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Nazir M Khan et al.
Free radical biology & medicine, 51(1), 115-128 (2011-05-03)
There are no reports describing the ability of pro-oxidants to protect against radiation-induced apoptosis. Activation of the redox-sensitive transcription factor Nrf2 by low levels of ROS is known to protect against oxidative stress-induced cell death. In this study, hydrogen peroxide
Yosuke Hirotsu et al.
Nucleic acids research, 40(20), 10228-10239 (2012-09-12)
NF-E2-related factor 2 (Nrf2) is a key transcription factor that is critical for cellular defense against oxidative and xenobiotic insults. Nrf2 heterodimerizes with small Maf (sMaf) proteins and binds to antioxidant response elements (AREs) to activate a battery of cytoprotective
R Faraonio et al.
Cell death and differentiation, 19(4), 713-721 (2011-11-05)
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