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HomeProduct name listEthyl propiolate

Ethyl propiolate

Synonym(s):Ethyl acetylenecarboxylate

  • CAS NO.:623-47-2
  • Empirical Formula: C5H6O2
  • Molecular Weight: 98.1
  • MDL number: MFCD00009184
  • EINECS: 210-795-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-04-08 13:48:25
Ethyl propiolate Structural

What is Ethyl propiolate?

Chemical properties

Ethyl propiolate is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.

The Uses of Ethyl propiolate

Ethyl propiolate is used as a precursor in the preparation of substituted anthraquinones and pyrazolo[1,5-a]pyridine, which exhibits anti-inflammatory activity. Further, it is employed in the synthesis of benzene-1,2,3,5-tetracarboxylates promoted by triphenylphosphine. Its halogenated derivatives are used as a substrate for direct, asymmetric alkynylation of cyclic beta-ketoesters using chiral phase-transfer catalysts.

The Uses of Ethyl propiolate

Halogenated derivatives were used as substrates for direct, asymmetric alkynylation of cyclic ?-ketoesters using chiral phase-transfer catalysts. Also employed in a one-pot , four-component synthesis of benzene-1,2,3,5-tetracarboxylates promoted by Ph3P.

The Uses of Ethyl propiolate

In organic synthesis; peptide coupling reagent.

Definition

ChEBI: Ethyl propiolate is the ethyl ester of prop-2-ynoic acid. It is a ynoate ester, a terminal acetylenic compound and an ethyl ester.

Hazard

Flammable; lachrymator.

Properties of Ethyl propiolate

Melting point: 9°C
Boiling point: 120 °C (lit.)
Density  0.968 g/mL at 25 °C (lit.)
refractive index  n20/D 1.412(lit.)
Flash point: 74 °F
storage temp.  2-8°C
solubility  Miscible with alcohol.
form  Liquid
Specific Gravity 0.968
color  Clear colorless to pale yellow
Water Solubility  miscible
Merck  14,3846
BRN  878250
Dielectric constant 7.0
CAS DataBase Reference 623-47-2(CAS DataBase Reference)
NIST Chemistry Reference Ethyl propiolate(623-47-2)

Safety information for Ethyl propiolate

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H226:Flammable liquids
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Ethyl propiolate

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