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Ethyl 2-butynoate

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Ethyl 2-butynoate Basic information

Product Name:
Ethyl 2-butynoate
Synonyms:
  • TETROLIC ACID ETHYL ESTER
  • 2-BUTYNOIC ACID ETHYL ESTER
  • N-phenylcarbamic acid 2,2,2-trichloroethyl ester
  • ETHYL 2-BUTYNOATE, 98%ETHYL 2-BUTYNOATE, 98%ETHYL 2-BUTYNOATE, 98%ETHYL 2-BUTYNOATE, 98%
  • ETHYL 2-BUTYNOATE
  • ETHYL TETROLATE
  • Ethyl 1-propynecarboxylate
  • Ethyl 3-methylpropiolate
CAS:
4341-76-8
MF:
C6H8O2
MW:
112.13
EINECS:
224-395-6
Product Categories:
  • Acetylenes
  • Acetylenic Carboxylic Acids & Their Derivatives
Mol File:
4341-76-8.mol
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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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
1993
WGK Germany 
3
10-23
Hazard Note 
Irritant
HazardClass 
3.2
PackingGroup 
III
HS Code 
29161900

MSDS

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Ethyl 2-butynoate Usage And Synthesis

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.

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