| | Phenylacetylene Chemical Properties |
| Melting point | -44.8 °C | | Boiling point | 142-144 °C (lit.) | | density | 0.93 g/mL at 25 °C (lit.) | | vapor pressure | 17.6 mm Hg ( 37.7 °C) | | refractive index | n20/D 1.549(lit.) | | Fp | 88 °F | | storage temp. | Store at +2°C to +8°C. | | solubility | H2O: insoluble | | pka | 19(at 25℃) | | form | Liquid | | color | Clear colorless to yellow | | Specific Gravity | 0.930 | | Water Solubility | INSOLUBLE | | Sensitive | Light Sensitive | | Merck | 14,3861 | | BRN | 605461 | | Stability: | Stable. Flammable. Incompatible with strong oxidizing agents, acids, halogens. | | CAS DataBase Reference | 536-74-3(CAS DataBase Reference) | | NIST Chemistry Reference | Phenylacetylene(536-74-3) | | EPA Substance Registry System | Phenylacetylene (536-74-3) |
| | Phenylacetylene Usage And Synthesis |
| 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 | 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. | | 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 | Terminal acetylene used in the conversion of nitrones to alkynyl hydroxyl amines in the presence of trimethylaluminum.. | | Definition | ChEBI: Ethynylbenzene is a member of benzenes. | | 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. | | 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. |
| | Phenylacetylene Preparation Products And Raw materials |
| Raw materials | beta-Bromostyrene | | Preparation Products | 4-PHENYLETHYNYLPHTHALIC ANHYDRIDE-->Diphenylacetylene-->5-(2-PHENYLETH-1-YNYL)THIOPHENE-2-CARBALDEHYDE-->1,2-NAPHTHALIC ANHYDRIDE-->4-Phenylpiperidine-->PPV-->(S)-(-)-1-PHENYLETHANOL-->polyphenylene (III)-->E-PHENYLETHENYLBORONIC ACID-->Chalcone-->Phenylpropiolic acid-->4-Methylcumarin-->7-chlorobicyclo[4.2.0]octa-1,3,5-triene-->Atropaldehyde-->Benzonitrile, 4-(1-oxo-3-phenyl-2-propynyl)--->1,2,4,5-tetraphenylbenzene-->2-Phenylquinolin-4-ol-->1,2-Ethanedione, 1-phenyl-2-(1-piperidinyl)-
Piperidine, 1-(oxophenylacetyl)- (9CI)-->L-Homophenylalanine ethyl ester hydrochloride |
|
