238198

Dimethyl maleate

96%

• Synonym(s): (2Z)-2-Butenedioic acid dimethyl ester, (Z)-2-Butenedioic acid dimethyl ester, (Z)-Dimethyl 2-butenedioate, Dimethyl (Z)-but-2-enedioate
• Linear Formula: CH₃OCOCH=CHCOOCH₃
• CAS Number: 624-48-6
• Molecular Weight: 144.13
• Beilstein: 471705
• EC Number: 210-848-5
• MDL number: MFCD00008459
• UNSPSC Code: 12352100
• PubChem Substance ID: 24854145
• NACRES: NA.22

Properties

• Assay: 96%
• form: liquid
• impurities: ≤4% dimethyl fumarate
• refractive index: n20/D 1.441 (lit.)
• bp: 204-205 °C (lit.)
• solubility: water: soluble 77.9 g/L at 20 °C
• density: 1.152 g/mL at 25 °C (lit.)
• SMILES string: [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-
• InChI key: LDCRTTXIJACKKU-ARJAWSKDSA-N

Description

General description

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).

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H302,H311,H317,H319,H335,H373
• Precautionary Statements: P260 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1 - STOT RE 2 Dermal - STOT SE 3
• Target Organs: Respiratory system, Skin
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 1
• Flash Point(F): 203.0 °F - closed cup
• Flash Point(C): 95 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves