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Dimethyl itaconate

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Dimethyl itaconate Basic information

Product Name:
Dimethyl itaconate
Synonyms:
  • Methyl 4-methoxy-2-methylene-4-oxobutanoate
  • 1-Propene-2,3-dicarboxylic acid dimethyl ester
  • 2-Methylenebutanedioic acid dimethyl ester
  • Dimethyl 1-propene-2,3-dicarboxylate
  • Dimethyl itaconate,97%
  • Dimethyl 2-methylidenebutane-1,4-dioate, Dimethyl itaconate
  • DiMethyl itaconate, 97%, stabilized
  • Dimethyl itaconate 97%
CAS:
617-52-7
MF:
C7H10O4
MW:
158.15
EINECS:
210-519-6
Product Categories:
  • C6 to C7
  • Esters
  • C7 to C8
  • Carbonyl Compounds
  • Ketones
  • bc0001
Mol File:
617-52-7.mol
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Dimethyl itaconate Chemical Properties

Melting point:
37-41 °C (lit.)
Boiling point:
208 °C (lit.)
Density 
1.124 g/mL at 25 °C (lit.)
vapor pressure 
4.05Pa at 20℃
refractive index 
1.4457 (estimate)
Flash point:
213 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Crystalline Low Melting Mass or Liquid
Specific Gravity
1.124
color 
White
Water Solubility 
slightly soluble
BRN 
386674
InChIKey
ZWWQRMFIZFPUAA-UHFFFAOYSA-N
LogP
0.86 at 25℃
CAS DataBase Reference
617-52-7(CAS DataBase Reference)
NIST Chemistry Reference
Butanedioic acid, methylene-, dimethyl ester(617-52-7)
EPA Substance Registry System
Butanedioic acid, 2-methylene-, 1,4-dimethyl ester (617-52-7)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
3
HS Code 
29171900

MSDS

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Dimethyl itaconate Usage And Synthesis

Chemical Properties

white crystalline low melting mass or liquid

Uses

Dimethyl Itaconate is a chemical reagent used in the synthesis of functionalized 2-isoxazolines used in fragment-based drug discovery.

Uses

Dimethyl itaconate may be used in functionalization of isotactic poly(propylene). It was used in crosslinking of polyesters: poly(isosorbide itaconate)and poly(isosorbide itaconate-co-succinate).

Uses

Dimethyl itaconate can be used for the rhodium catalyzed asymmetric hydrogenation of (S)-dimethyl-2-methylsuccinate and (R)-methyl succinic acid dimethyl ester.

General Description

Dimethyl itaconate undergoes enantioselective Rh(I)-catalyzed hydrogenation which can be enhanced by appropriate choice of substituents on aromatic ring of (1,2-diarylphosphinoxy)cyclohexane.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise the ester from MeOH by cooling to -78o. [Beilstein 2 IV 2229.]

Dimethyl itaconate Preparation Products And Raw materials

Raw materials

Dimethyl itaconateSupplier

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