Dimethyl maleate

CAS No.：624-48-6

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Dimethyl maleate Basic information

Product Name:	Dimethyl maleate
Synonyms:	dimethylesterkyselinymaleinove;Sipomer DMM;Sipomer DMM 6;sipomerdmm;TwoMethyl esterof Maleic acid;DiMethyl Maleate, 96% 1LT;DiMethyl Maleate, 96% 250ML;Maleic Acid Dimethyl Ester Methyl Maleate
CAS:	624-48-6
MF:	C6H8O4
MW:	144.13
EINECS:	210-848-5
Product Categories:	Fatty Acid Esters (Plasticizer);Functional Materials;Plasticizer;C6 to C7;Carbonyl Compounds;Esters;bc0001
Mol File:	624-48-6.mol

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.)
Fp	196 °F
storage temp.	Sealed in dry,Room Temperature
solubility	water: soluble77.9g/L at 20°C
form	Liquid
color	Clear
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 Information

Provider	Language
Dimethyl maleate	English
SigmaAldrich	English
ACROS	English
ALFA	English

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	Nonflammable

Dimethyl maleate Preparation Products And Raw materials

Raw materials

Methanol-->Dimethyl acetylenedicarboxylate

Preparation Products

2-Chloro-6-fluorophenylacetic acid-->METHYL 2-CHLORO-6-FLUOROPHENYLACETATE-->DIMETHYL 2-(2-CHLORO-6-NITROPHENYL)MALONATE-->Dimethyl 4-aminothiophene-2,3-dicarboxylate hydrochloride-->2-Phosphonobutane-1,2,4-tricarboxylic acid-->1,2-Benzenedicarboxylic acid, 3,5-dimethyl-, 1,2-dimethyl ester-->(-)-Dimethyl D-tartrate-->Diisobutyl maleate-->2,3-NAPHTHALENEDICARBOXYLIC ACID DIMETHYL ESTER-->DIMETHYL 3-NITROPHTHALATE-->Dimethyl oxalate-->Tetrahydrofuran

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