Ethyl 2-butynoate Chemical Properties

Boiling point:

160-161 °C/730 mmHg (lit.)

Density 

0.962 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.436(lit.)

Flash point:

145 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform, Ethyl Acetate

form 

Powder

Specific Gravity

0.962

color 

Grey to red to brown

Water Solubility 

Miscible with water, chloroform and ethyl acetate.

Sensitive 

Air Sensitive

BRN 

1744948

InChIKey

FCJJZKCJURDYNF-UHFFFAOYSA-N

CAS DataBase Reference

4341-76-8(CAS DataBase Reference)

NIST Chemistry Reference

Ethyl 2-butynoate(4341-76-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

1993

WGK Germany 

3

F 

10-23

Hazard Note 

Irritant

HazardClass 

3.2

PackingGroup 

III

HS Code 

29161900

MSDS

• Language:English Provider:SigmaAldrich

Ethyl 2-butynoate Usage And Synthesis

Chemical Properties

Ethyl 2-butynoate is gray or reddish brown solid powder at room temperature and pressure, insoluble in water, soluble in ethyl acetate and chloroform.

Uses

Ethyl 2-butynoate is used as a precursor for the synthesis of 3-ethyl, 1-methyl 1-(2-nitrophenyl)-cyclopent-3-ene-1,3-dicarboxylate, alkenylsilanols and tricyclic aziridine derivatives. It acts as a methanogenesis inhibitor. As an electron deficient alkyne derivative, it plays a vital role in the preparation of 1,3-dienes catalyzed by rhodium(I)/H8-BINAP complex.

Uses

Ethyl 2-butynoate was used in the study of its effect on in vitro degradation and microbial biomass production.
It may be used in the synthesis of the following:

• 3-ethyl, 1-methyl 1-(2-nitrophenyl)-cyclopent-3-ene-1,3-dicarboxylate
• tricyclic aziridine derivatives
• alkenylsilanols

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 7, p. 226, 1990
The Journal of Organic Chemistry, 38, p. 3588, 1973 DOI: 10.1021/jo00960a032

General Description

Ethyl 2-butynoate, a 2-alkynoate is a methanogenesis inhibitor. It is an electron deficient internal alkyne that has been reported to undergo codimerization with alkenes to form 1,3-dienes catalyzed by rhodium(I)/H₈-BINAP complex. The annulation of thioamides with ethyl 2-butynoate catalyzed by tri-n-butylphosphine to form thiazolines has been investigated.

Ethyl 2-butynoate(4341-76-8)Related Product Information

• 2-Butynoic acid
• Ethyl acetate
• Ethyl cinnamate
• Ethyl cyanoacetate
• LINOLENIC ACID ETHYL ESTER
• Diethyl maleate
• Triethyl citrate
• ISOXADIFEN-ETHYL
• Ethyl acrylate
• Ethanol
• Ethyl heptanoate
• Ethyl formate
• Ethyl pyruvate
• Ethyl glyoxalate
• Ethyl oleate
• 2-Butyne
• Ethylparaben
• Diethyl malonate