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W505005

Sigma-Aldrich

Diethyl maleate

≥96%, FG

Synonym(s):

Maleic acid diethyl ester

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About This Item

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL8537
SHBL3622
MKCH1517
MKCF6730
MKCC4088

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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)
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
Lauren Drowley et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 18(10), 1865-1873 (2010-07-29)
Although cellular transplantation has been shown to promote improvements in cardiac function following injury, poor cell survival following transplantation continues to limit the efficacy of this therapy. We have previously observed that transplantation of muscle-derived stem cells (MDSCs) improves cardiac
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)
Here we show that replicative senescence in normal human diploid IMR90 fibroblasts is accompanied by altered expression of a set of microRNAs (miRNAs) (senescence-associated miRNAs), with 14 and 10 miRNAs being either up or downregulated (>2-fold), respectively, in senescent with
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