Dimethyl maleate Chemical Properties

Melting point:

-19°C

Boiling point:

204-205 °C(lit.)

Density 

1.152 g/mL at 25 °C(lit.)

vapor pressure 

48Pa at 25℃

refractive index 

n20/D 1.441(lit.)

Flash point:

196 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

water: soluble77.9g/L at 20°C

form 

Liquid

color 

Clear

Odor

mild char. odor

Water Solubility 

Miscible with water.

BRN 

471705

Stability:

Stable. Combustible. Incompatible with acids, bases, reducing agents, strong oxidizing agents.

LogP

0.52 at 35℃

CAS DataBase Reference

624-48-6(CAS DataBase Reference)

NIST Chemistry Reference

2-Butenedioic acid (Z)-, dimethyl ester(624-48-6)

EPA Substance Registry System

2-Butenedioic acid (2Z)-, dimethyl ester (624-48-6)

Safety Information

Hazard Codes 

Xn,C

Risk Statements 

21/22-36/37/38-43-37-34-22

Safety Statements 

26-36/37-23-45-36/37/39

RIDADR 

UN 2810 6.1/PG 3

WGK Germany 

1

RTECS 

EM6300000

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29171990

MSDS

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Dimethyl maleate Usage And Synthesis

Chemical Properties

colourless liquid

Uses

Dimethyl maleate is widely used in the plastics and chemical industries and as a vaporization retardant of insecticides.

Uses

Dimethyl maleate is acts as a dienophile involved in ultrasonic irradiation promoted Diels-Alder reaction with substituted furans. It is widely used as an intermediate and additive for pharmaceuticals, copolymers, pigments, plastics, paints, adhesives and agrochemicals. As an internal modifier, it increases the glass transition temperature of styrene or vinyl chloride polymer. It plays a vital role to improve the hardness and toughness of polymer films such as copolymers of vinyl acetate.

Definition

ChEBI: Dimethyl maleate is 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. It is a maleate ester, a diester and a methyl ester. It derives from a methanol.

Preparation

Dimethyl maleate can be synthesized from maleic anhydride and methanol, with sulfuric acid acting as acid catalyst, via a nucleophilic acyl substitution for the monomethyl ester, followed by a Fischer esterification reaction for the dimethyl ester.

General Description

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.

Flammability and Explosibility

Non flammable

Dimethyl maleate(624-48-6)Related Product Information

• Dioctyl maleate
• Diethyl maleate
• Maleic acid
• Di-tert-butyl Maleate
• 2-Butene-1,4-diol
• cis-1,2-Cyclohexanediol
• cis-(1S,2R)-2-Aminocyclopentanol hydrochloride
• cis-1,4-Dichloro-2-butene
• Dibutyl maleate
• Dimethyl maleate
• TETRAETHYL ETHYLENETETRACARBOXYLATE
• Bis(2-ethylhexyl) maleate
• Diisooctyl maleate
• Diallyl maleate
• DIMETHYL METHOXYMALONATE
• DIMETHYL METHOXYMETHYLENEMALONATE
• BIS(HEXAFLUOROISOPROPYL)MALEATE
• DIMETHYL 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLATE