Basic information Safety Supplier Related

CITRACONIC ACID DIMETHYL ESTER

Basic information Safety Supplier Related

CITRACONIC ACID DIMETHYL ESTER Basic information

Product Name:
CITRACONIC ACID DIMETHYL ESTER
Synonyms:
  • 2-Butenedioic acid, 2-methyl-, dimethyl ester (Z)-
  • 2-methyl-,dimethylester,(z)-2-butenedioicaci
  • 2-Methyl-but-2-enedioic acid dimethyl ester, Z
  • cis-2-methyl-2-butenedioicacid,dimethylester
  • cis-2-methyl-but-2-enoicaciddimethylester
  • Dimethyl (2Z)-2-methyl-2-butenedioate
  • Dimethyl methyl maleate
  • dimethylmethylmaleate
CAS:
617-54-9
MF:
C7H10O4
MW:
158.15
Mol File:
617-54-9.mol
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CITRACONIC ACID DIMETHYL ESTER Chemical Properties

Boiling point:
211 °C
Density 
1,11 g/cm3
refractive index 
1.4460-1.4490
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Oil
color 
Clear Colourless
LogP
0.849 (est)
EPA Substance Registry System
2-Butenedioic acid, 2-methyl-, dimethyl ester, (2Z)- (617-54-9)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36
RTECS 
GE6700000
HS Code 
2917198090
Toxicity
Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1974).
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CITRACONIC ACID DIMETHYL ESTER Usage And Synthesis

Occurrence

Has apparently not been reported to occur in nature.

Uses

Dimethyl Citraconate is a useful synthetic intermediate. It has been used in the synthesis of natural products chaetomellic acid A anhydride and 1,7(Z)- nonadecadiene-2,3-dicarboxylic acid. It is also used to prepare acyclic alkanes by reduction using homogeneous catalysts or biocatalysts.

Preparation

By the reaction of methanol with citraconic anhydride in the presence of a catalyst.

Synthesis Reference(s)

Journal of the American Chemical Society, 94, p. 9269, 1972 DOI: 10.1021/ja00781a071

CITRACONIC ACID DIMETHYL ESTERSupplier

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