CHEBI:35460 - dimethyl maleate

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ChEBI Name dimethyl maleate
ChEBI ID CHEBI:35460
Definition A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol. It is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C6H8O4
Net Charge 0
Average Mass 144.12530
Monoisotopic Mass 144.04226
InChI InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3-
InChIKey LDCRTTXIJACKKU-ARJAWSKDSA-N
SMILES COC(=O)\C=C/C(=O)OC
ChEBI Ontology
Outgoing dimethyl maleate (CHEBI:35460) has functional parent methanol (CHEBI:17790)
dimethyl maleate (CHEBI:35460) is a diester (CHEBI:51307)
dimethyl maleate (CHEBI:35460) is a maleate ester (CHEBI:35486)
dimethyl maleate (CHEBI:35460) is a methyl ester (CHEBI:25248)
IUPAC Name
dimethyl (2Z)-but-2-enedioate
Synonyms Sources
2-Butenedioic acid (2Z)-, dimethyl ester ChemIDplus
2-Butenedioic acid (Z)-, dimethyl ester ChemIDplus
2-Butenedioic acid, dimethyl ester, (Z)- ChemIDplus
Dimethyl cis-ethylenedicarboxylate NIST Chemistry WebBook
Maleic acid, dimethyl ester ChemIDplus
Methyl maleate NIST Chemistry WebBook
Manual Xrefs Databases
CN101823962 Patent
Dimethyl_maleate Wikipedia
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Registry Numbers Types Sources
471705 Reaxys Registry Number Reaxys
471705 Beilstein Registry Number Beilstein
624-48-6 CAS Registry Number NIST Chemistry WebBook
624-48-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21772304 PubMed citation Europe PMC
24700785 PubMed citation Europe PMC
Last Modified
16 March 2015