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494992 Aldrich

Ethyl 2,3-butadienoate

95%

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Properties

Related Categories Allenes, Building Blocks, Chemical Synthesis, Organic Building Blocks
InChI Key   GLSUOACRAMLJIW-UHFFFAOYSA-N
assay   95%
refractive index   n20/D 1.46(lit.)
bp   80 °C/60 mmHg(lit.)
density   0.966 g/mL at 25 °C(lit.)

Description

Packaging

1, 5 g in glass bottle

Application

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.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
RIDADR 
UN 3272 3 / PGIII
WGK Germany 
3
Flash Point(F) 
116.6 °F
Flash Point(C) 
47 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Related Content

Allenes

The past couple of decades have witnessed a surge in the popularity of allenes as viable building blocks for a wide variety of synthetic applications.1 Their versatility allows them to participate in...
Keywords: Addition reactions, Asymmetric synthesis, Building blocks, Catalysis, Cyclizations, Cycloadditions, Cycloisomerizations, Pharmaceutical

Peer-Reviewed Papers
15

References

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