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Merck
CN

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
Organoleptic:
banana; fruity; citrus
Grade:
FG
Biological source:
synthetic
Food allergen:
no known allergens

Key Documents

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biological source

synthetic

Quality Level

300
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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT1154
SHBS6060
SHBR9606
SHBL8537
SHBL3622

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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)
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
James D West et al.
Chemical research in toxicology, 24(1), 81-88 (2010-11-26)
Many α,β-unsaturated carbonyl compounds are used in biochemical and medical research. Their biological effects are due in large part to their electrophilic properties, whereby they undergo reaction with nucleophilic sites in proteins and nucleic acids. Here, we describe a structure-activity
Nobuhiko Harada et al.
Archives of biochemistry and biophysics, 508(1), 101-109 (2011-02-10)
Iron is an essential element of hemoglobin, and efficient iron recycling from senescent erythrocytes by splenic macrophages is required for erythrocyte hemoglobin synthesis during erythropoiesis. Ferroportin 1 (Fpn1) is the sole iron exporter in mammals, and it also regulates iron
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