Thermo Scientific Chemicals

Ethoxyacetylene, ca 50% w/w in hexanes, Thermo Scientific Chemicals

Catalog number: A14245.06
5 g, Each
Thermo Scientific Chemicals

Ethoxyacetylene, ca 50% w/w in hexanes, Thermo Scientific Chemicals

Catalog number: A14245.06
5 g, Each
Quantity
Catalog number: A14245.06
also known as A14245-06
Price (USD)
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Chemical Identifiers

CAS
927-80-0
IUPAC Name
ethoxyethyne
Molecular Formula
C4H6O
InChI Key
WMYNMYVRWWCRPS-UHFFFAOYSA-N
SMILES
CCOC#C
Appearance (Color)
Clear pale yellow to red to dark brown
Form
Liquid
Assay (GC)
48.0-54.0% (w/w)
Refractive Index
1.3750-1.3850 @ 20°C

Description

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.
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
RUO – Research Use Only

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