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HomeProduct name listDimethyl maleate

Dimethyl maleate

  • CAS NO.:624-48-6
  • Empirical Formula: C6H8O4
  • Molecular Weight: 144.13
  • MDL number: MFCD00008459
  • EINECS: 210-848-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 15:23:57
Dimethyl maleate Structural

What is Dimethyl maleate?

Chemical properties

colourless liquid

The Uses of Dimethyl maleate

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

The Uses of Dimethyl maleate

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

Properties of Dimethyl maleate

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.
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 for Dimethyl maleate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H302:Acute toxicity,oral
H317:Sensitisation, Skin
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P314:Get medical advice/attention if you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Dimethyl maleate

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