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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/REAXYS Number:
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

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

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR9606
SHBL8537
SHBL3622
MKCH1517
MKCF6730

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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
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
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)
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
Bettina Ebert et al.
Biochemistry, 49(39), 8499-8511 (2010-09-03)
Carbonyl reduction is a central metabolic process that controls the level of key regulatory molecules as well as xenobiotics. Carbonyl reductase 3 (CBR3; SDR21C2), a member of the short-chain dehydrogenase/reductase (SDR) superfamily, has been poorly characterized so far, and the
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