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Key Documents

238198

Sigma-Aldrich

Dimethyl maleate

96%

Synonyme(s) :

(2Z)-2-Butenedioic acid dimethyl ester, (Z)-2-Butenedioic acid dimethyl ester, (Z)-Dimethyl 2-butenedioate, Dimethyl (Z)-but-2-enedioate

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About This Item

Formule linéaire :
CH3OCOCH=CHCOOCH3
Numéro CAS:
Poids moléculaire :
144.13
Numéro Beilstein :
471705
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

96%

Forme

liquid

Impuretés

≤4% dimethyl fumarate

Indice de réfraction

n20/D 1.441 (lit.)

Point d'ébullition

204-205 °C (lit.)

Solubilité

water: soluble 77.9 g/L at 20 °C

Densité

1.152 g/mL at 25 °C (lit.)

Groupe fonctionnel

ester

Chaîne SMILES 

[H]\C(=C(/[H])C(=O)OC)C(=O)OC

InChI

1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3-

Clé InChI

LDCRTTXIJACKKU-ARJAWSKDSA-N

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Description générale

Dimethyl maleate is a dienophile used as a chemical intermediate to synthesize dienes, plastics, and copolymers.

Dimethyl maleate (DMM) is a reactive dienophile and undergoes ultrasonic irradiation promoted Diels-Alder reaction with substituted furans. Mesoporous siliceous SBA-15-supported Cu catalyzed gas phase hydrogenolysis of DMM to 1,4-butanediol (BDO) has been reported. Aluminium chloride has been reported to accelerate the Diels-Alder reaction of DMM and anthracene. DMM can be synthesized by the esterification of maleic anhydride with sulfuric acid and methanol.

Application

  • Dissociation of bovine 6S procarboxypeptidase A by reversible condensation with 2,3-dimethyl maleic anhydride: application to the partial characterization of subunit III.: This study explores the dissociation of bovine procarboxypeptidase A using 2,3-dimethyl maleic anhydride, highlighting its applications in the partial characterization of enzyme subunits. The research demonstrates the potential of dimethyl maleate derivatives in protein chemistry and enzyme structure studies. (Puigserver and Desnuelle, 1975).

Pictogrammes

Skull and crossbonesHealth hazard

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1 - STOT RE 2 Dermal - STOT SE 3

Organes cibles

Respiratory system, Skin

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

203.0 °F - closed cup

Point d'éclair (°C)

95 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Les clients ont également consulté

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Bo Reum Lee et al.
Chemical communications (Cambridge, England), 47(13), 3852-3854 (2011-02-16)
We report charge-switching ionic nanocomplexes comprised of glycol chitosan grafted with 2,3-dimethylmaleic acid (DMA) (denoted as 'GCS-g-DMA' hereafter) and a proapoptotic peptide. This system allowed for improved peptide delivery to tumor sites via a mechanism of selective peptide release when
Preparation of Cu/SBA-15 catalysts by different methods for the hydrogenolysis of dimethyl maleate to 1, 4-butanediol.
Chen L-F, et al.
Applied Catalysis A: General, 356(2), 129-136 (2009)
Gaëtan Assemat et al.
Forensic science international, 279, 88-95 (2017-08-31)
Forty one samples of herbal spices intended to be introduced into the European market and seized by the French customs were analysed with high-field
Kinetics of Diels-Alder reactions in critical binary solutions
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Journal of Molecular Liquids, 216, 704-709 (2016)
Synthesis and characterization of 1, 2-dicarboxyethyl-terminated polystyrene.
Zhong XF and Eisenberg A.
Macromolecules, 27(18), 4914-4918 (1994)

Articles

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

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