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D97703

Sigma-Aldrich

Diethyl maleate

97%

Synonyme(s) :

Maleic acid diethyl ester

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About This Item

Formule linéaire :
C2H5OCOCH=CHCOOC2H5
Numéro CAS:
141-05-9
Poids moléculaire :
172.18
Numéro Beilstein :
1100825
Numéro CE :
205-451-9
Numéro MDL:
MFCD00009191
Code UNSPSC :
12352100
ID de substance PubChem :
24894328
Nomenclature NACRES :
NA.22

Densité de vapeur

5.93 (vs air)

Niveau de qualité

100

Pression de vapeur

1 mmHg ( 14 °C)

Pureté

97%

Forme

liquid

Température d'inflammation spontanée

662 °F

Indice de réfraction

n20/D 1.441 (lit.)

Point d'ébullition

225 °C (lit.)

Pf

−10 °C (lit.)

Densité

1.064 g/mL at 25 °C (lit.)

Chaîne SMILES 

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-

Clé InChI

IEPRKVQEAMIZSS-WAYWQWQTSA-N

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Catégories apparentées

Description générale

Diethyl maleate is an ester derived from maleic anhydride, used as a building block in the synthesis of pyromellitic acid.

Application


  • Retrospective analysis of pesticide metabolites in urine using liquid chromatography coupled to high-resolution mass spectrometry.: This study highlights the use of diethyl maleate in the analysis of pesticide metabolites, demonstrating its application in high-resolution mass spectrometry for detecting urinary pesticide metabolites (Lapez et al., 2016).

  • Diethyl maleate inhibits MCA+TPA transformed cell growth via modulation of GSH, MAPK, and cancer pathways.: Research on the inhibition of cancer cell growth by diethyl maleate, focusing on its effects on glutathione, MAPK pathways, and its potential therapeutic applications in cancer treatment (Priya et al., 2014).

  • Hepatic transcriptome and proteome responses against diethyl maleate-induced glutathione depletion in the rat.: This study explores the effects of diethyl maleate on liver cells, emphasizing its role in depleting glutathione and its implications for oxidative stress and liver toxicity (Yamauchi et al., 2011).

  • Application of the BIRD sandwich for the rapid and accurate determination of (1)H-(1)H NMR coupling constants in higher order spin systems.: This paper discusses the innovative application of diethyl maleate in NMR spectroscopy for accurate determination of coupling constants, enhancing the analysis of complex spin systems (Williamson et al., 2000).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317,H319,H412

Classification des risques

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

200.1 °F - closed cup

Point d'éclair (°C)

93.4 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
WXBD7942V
MKCQ2320
MKCK9115
MKCC2584
MKBV7367V

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Sustainable production of pyromellitic acid with pinacol and diethyl maleate
Yancheng H et al.
Green Chemistry, 19, 1663-1667 (2017)
David Guerrero-Gómez et al.
Cell death and differentiation, 26(9), 1545-1565 (2019-02-17)
In the presence of aggregation-prone proteins, the cytosol and endoplasmic reticulum (ER) undergo a dramatic shift in their respective redox status, with the cytosol becoming more oxidized and the ER more reducing. However, whether and how changes in the cellular
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
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
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