Synthesis
It is suitable for the synthesis of Terminal Alkynes by the reaction of substituted benzaldehyde with alkali. 2-bromovinyl benzene can be obtained by reacting 2,3-dibromo-3-phenylpropionic acid with base and triethylamine in DMF, and then it can be directly reacted with potassium hydroxide to obtain the desired product 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
Uses
Terminal acetylene used in the conversion of nitrones to alkynyl hydroxyl amines in the presence of trimethylaluminum..
Uses
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.
Uses
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.
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.
