CITRACONIC ACID DIMETHYL ESTER Property

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)

Safety

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).

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

CITRACONIC ACID DIMETHYL ESTER Chemical Properties,Usage,Production

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