Phenylacetylene

Description

Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an analog for acetylene; being a liquid, it is easier to handle than acetylene gas.
Phenylacetylene undergoes polymerization catalyzed by Rh and Pt complexes to form polyphenylacetylene.

Chemical properties

colourless liquid

The Uses of Phenylacetylene

Phenylacetylene is involved in the preparation of styrene by reduction using Lindlar catalyst. It is used to study the mechanism of the palladium-catalyzed phenyl acetylene oxidative carbonylation reaction. It is also used in the polymerization process to prepare polyphenylacetylene namely 1,2,4-triphenylbenzene and 1,3,5-triphenylbenzene.

The Uses of Phenylacetylene

Ethynylbenzene, an aromatic hydrocarbon, is important in the petrochemical industry as an intermediate in the production of styrene, which in turn is used for making polystyrene, a common plastic mate rial.

The Uses of Phenylacetylene

Terminal acetylene used in the conversion of nitrones to alkynyl hydroxyl amines in the presence of trimethylaluminum..

What are the applications of Application

Terminal acetylene used in the conversion of nitrones to alkynyl hydroxyl amines in the presence of trimethylaluminum.
Phenylacetylene was used in a study to investigate the mechanism of product formation during the palladium-catalysed phenylacetylene oxidative carbonylation reaction.

Definition

ChEBI: Ethynylbenzene is a member of benzenes.

Synthesis Reference(s)

Journal of the American Chemical Society, 89, p. 4487, 1967 DOI: 10.1021/ja00993a043

General Description

Phenylacetylene undergoes polymerization catalyzed by Rh and Pt complexes to form polyphenylacetylene.

Flammability and Explosibility

Flammable

Purification Methods

Distil phenylacetylene through a spinning band column. It should be filtered through a short column of alumina before use [Collman et al. J Am Chem Soc 108 2988 1986; for pK see Brandsma Preparative Acetylenic Chemistry, 1st Edn Elsevier 1971, p. 15, ISBN 0444409475]. [Beilstein 5 IV 1525.]

Precautions

Store in cool place. Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids, halogens, alkali metals and oxidizing agents.