ETHYL 2 3-BUTADIENOATE 95 Chemical Properties

Boiling point:

80 °C60 mm Hg(lit.)

Density 

0.966 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.46(lit.)

Flash point:

116 °F

storage temp. 

<0°C

form 

clear liquid

color 

Colorless to Light yellow

λmax

209nm(MeOH)(lit.)

Safety Information

Risk Statements 

10

RIDADR 

UN 1993 3/PG 2

WGK Germany 

3

HazardClass 

3

PackingGroup 

III

HS Code 

29161900

ETHYL 2 3-BUTADIENOATE 95 Usage And Synthesis

Uses

Ethyl Buta-2,3-dienoate is a useful reactant for the synthesis of 9H-?pyrrolo[1,?2-?a]?indole derivatives via a phosphine-?promoted Michael addn.?/intramol. Wittig reaction.

Uses

Ethyl 2,3-butadienoate may be used in the synthesis of dihydropyrans by reacting with acyclic enones. It may also be used to synthesize spiranic heterocycles by reacting with heterocyclic bis-arylidene ketones via phosphine-catalyzed [3+2] annulations.

General Description

Ethyl 2,3-butadienoate is an α-allenic ester. The reaction of ethyl 2,3-butadienoate with N-tosylated imines in the presence of DABCO (1,4-diazabicyclo[2.2.2]octane) or DMAP (4-dimethylaminopyridine) forms azetidine derivatives or novel dihydropyridine derivatives respectively. The performance of bifunctional N-acyl aminophosphines to catalyze the asymmetric [3+2] cycloaddition of phenylidenemalononitrile with ethyl 2,3-butadienoate has been evaluated.

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