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Ethoxyacetylene, ca 50% w/w in hexanes

Product Code. p-7021773
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Product Code. 11489080

Brand: Thermo Scientific Alfa Aesar A14245.03

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Description

CAS: 927-80-0 | C4H6O | 70.091 g/mol

Ethoxyacetylene is used in Arens-van Dorp synthesis to prepare propargyl alcohol via reaction with ketone. In organic synthesis, it undergoes [2+2] cycloaddition reactions with ketenes to give cyclobutenone derivatives. It is also used to prepare alpha, beta-unsaturated esters from ketones by following Meyer-Schuster rearrangement.Used with N-vinylamides and triflic anhydride in a direct, three-component synthesis of pyridines. Also used to prepare α, β-unsaturated esters from ketones via a Meyer-Schuster rearrangement.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Ethoxyacetylene is used in Arens-van Dorp synthesis to prepare propargyl alcohol via reaction with ketone. In organic synthesis, it undergoes [2+2] cycloaddition reactions with ketenes to give cyclobutenone derivatives. It is also used to prepare alpha, beta-unsaturated esters from ketones by following Meyer-Schuster rearrangement.Used with N-vinylamides and triflic anhydride in a direct, three-component synthesis of pyridines. Also used to prepare α, β-unsaturated esters from ketones via a Meyer-Schuster rearrangement.

Solubility
Slightly miscible with water.

Notes
Incompatible with strong oxidizing agents and strong acids.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 927-80-0
Molecular Formula C4H6O
Molecular Weight (g/mol) 70.091
MDL Number MFCD00009247
InChI Key WMYNMYVRWWCRPS-UHFFFAOYSA-N
Synonym ethoxyacetylene, ethoxyethyne, ethyl ethynyl ether, ethyne, ethoxy, ether, ethyl ethynyl, ethoxy-ethyne, ethyne, ethoxy-9ci, 1-ethoxyacetylene, ethoxyacetylene w/w solution in hexanes, ethoxy acetylene
PubChem CID 61239
IUPAC Name ethynoxyethane
SMILES CCOC#C

Specifications

Density 0.718
Boiling Point 55°C to 56°C
Flash Point −28°C (−18°F)
Odor Recognizable
Linear Formula CH3CH2OC≡CH
Refractive Index 1.38
Quantity 1 g
UN Number UN1993
Beilstein 741882
Solubility Information Slightly miscible with water.
Formula Weight 70.09
Concentration or Composition (by Analyte or Components) ≈50% w/w in hexanes
Chemical Name or Material Ethoxyacetylene
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