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Structure

Dimethyl maleate

CAS
624-48-6
Catalog Number
ACM624486-1
Category
Other Products
Molecular Weight
144.13
Molecular Formula
C6H8O4

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Specification

Synonyms
Cis-propenoic acid dimethyl ester
IUPAC Name
Dimethyl (Z)-but-2-enedioate
Canonical SMILES
COC(=O)C=CC(=O)OC
InChI
InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3-
InChI Key
LDCRTTXIJACKKU-ARJAWSKDSA-N
Boiling Point
204-205 °C(lit.)
Melting Point
-19 °C
Flash Point
196 °F
Density
1.152 g/mL at 25 °C(lit.)
Appearance
Clear liquid
Application
Dimethyl maleate is a versatile, colorless liquid that serves as a crucial intermediate in various chemical applications. Primarily, it functions as a dienophile in ultrasonic-promoted Diels-Alder reactions with substituted furans, making it invaluable in organic synthesis. Beyond this role, dimethyl maleate is extensively utilized as an additive in industries such as pharmaceuticals, copolymers, pigments, plastics, paints, adhesives, and agrochemicals. Its ability to increase the glass transition temperature of styrene or vinyl chloride polymers enhances the hardness and toughness of polymer films like those of vinyl acetate copolymers. Derived from the condensation of maleic acid with methanol, dimethyl maleate is a key component in improving the performance and durability of various materials.
Storage
Sealed in dry, room temperature
Active Content
95%
Complexity
141
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Exact Mass
144.04225873
Formal Charge
0
Hazard Statements
Xn:Harmful;
H-Bond Acceptor
4
H-Bond Donor
0
Heavy Atom Count
10
Hydrogen Bond Acceptor Count
4
Hydrogen Bond Donor Count
0
Isomeric SMILES
COC(=O)/C=C\C(=O)OC
Isotope Atom Count
0
Monoisotopic Mass
144.04225873
Packing Group
III
Physical State
Liquid
Refractive Index
n20/D 1.441(lit.)
Rotatable Bond Count
4
Safety Description
S23-S36/37
Stability
Stable. Combustible. Incompatible with acids, bases, reducing agents, strong oxidizing agents.
Topological Polar Surface Area
52.6 Ų
Undefined Atom Stereocenter Count
0
Undefined Bond Stereocenter Count
0
What is the IUPAC name of Dimethyl maleate?

The IUPAC name of Dimethyl maleate is Dimethyl (Z)-but-2-enedioate.

What is the molecular formula of Dimethyl maleate?

The molecular formula of Dimethyl maleate is C6H8O4.

What is the boiling point of Dimethyl maleate?

The boiling point of Dimethyl maleate is 204-205 °C.

What is the melting point of Dimethyl maleate?

The melting point of Dimethyl maleate is -19 °C.

What is the purity of Dimethyl maleate?

The purity of Dimethyl maleate is 97%+.

What is the density of Dimethyl maleate?

The density of Dimethyl maleate is 1.152 g/mL.

What is the appearance of Dimethyl maleate?

The appearance of Dimethyl maleate is a colorless to light yellow clear liquid.

What are some typical applications of Dimethyl maleate?

Some typical applications of Dimethyl maleate include its use as a monomer and as a film-forming agent.

What is the physical state of Dimethyl maleate?

The physical state of Dimethyl maleate is liquid.

What are some synonyms for Dimethyl maleate?

Some synonyms for Dimethyl maleate include Maleic acid dimethyl ester.

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