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diethyl maleate

Go to external page http://purl.obolibrary.org/obo/CHEBI_68508

A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. A colourless liquid at room temperature (m.p. -10degreeC) with boiling point 220degreeC at 1 atm., it is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis.

Term info

Label

diethyl maleate

Synonyms
  • diethyl (2Z)-but-2-enedioate
database cross reference
Subsets

3_STAR

IUPAC NAME
diethyl (2Z)-but-2-enedioate [ IUPAC ]

charge

0

formula

C8H12O4

has obo namespace

chebi_ontology

has related synonym

maleic acid, diethyl ester, 2-butenedioic acid (2Z)-, dimethyl ester

id

CHEBI:68508

inchi

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

inchikey

IEPRKVQEAMIZSS-WAYWQWQTSA-N

mass

172.17850

monoisotopicmass

172.07356

smiles

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