25634-84-8

Basic information

• Product Name: Benzene, 1,2,4,5-tetrakis(phenylethynyl)-
• Synonyms: Benzene, 1,2,4,5-tetrakis(phenylethynyl)-
• CAS NO: 25634-84-8
• Molecular Formula: C₃₈H₂₂
• Molecular Weight: 479
• Mol File: 25634-84-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1,2,4,5-tetrakis(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2,4,5-tetrakis(phenylethynyl)-(25634-84-8)
• EPA Substance Registry System: Benzene, 1,2,4,5-tetrakis(phenylethynyl)-(25634-84-8)

Safety Data

• Hazardous Substances Data: 25634-84-8(Hazardous Substances Data)

Upstream product

• 636-28-2 1,2,4,5-tetrabromobenzene 
• 536-74-3 phenylacetylene 
• 120-80-9 benzene-1,2-diol 
• 108-46-3 recorcinol 
• 2563-26-0 4,5-dibromobenzene-1,2-diol 
• 61524-51-4 2,4-dibromo-5-hydroxyphenol 
• 14753-51-6 2,5-dibromohydroquinone 
• 123-31-9 hydroquinone 
• 95-94-3 1,2,4,5-tetrachlorobenzene 
• 636-31-7 1,2,4,5-tetraiodobenzene 

Downstream Products

• 25634-89-3 12,14-diphenyldiindeno[2,1-a:1',2'-h]-s-indacene 
• 25634-90-6 5,12-Diphenyl-(diindeno-<2.1-a;1.2-g>-S-indacen) 

Relevant articles and documents

Alumina-Mediated π-Activation of Alkynes

The ability to induce powerful atom-economic transformation of alkynes is the key feature of carbophilic π-Lewis acids such as gold- and platinum-based catalysts. The unique catalytic activity of these compounds in electrophilic activations of alkynes is explained through relativistic effects, enabling efficient orbital overlapping with π-systems. For this reason, it is believed that noble metals are indispensable components in the catalysis of such reactions. In this study, we report that thermally activated γ-Al2O3activates enynes, diynes, and arene-ynes in a manner enabling reactions that were typically assigned to the softest π-Lewis acids, while some were known to be triggered exclusively by gold catalysts. We demonstrate the scope of these transformations and suggest a qualitative explanation of this phenomenon based on the Dewar-Chatt-Duncanson model confirmed by density functional theory calculations.

Synthesis of phenylethynylbenzenes

A method of: reacting a dihydroxybenzene with bromine to form a bromodihydroxybenzene; reacting the bromodihydroxybenzene with trifluoromethanesulfonyl chloride or trifluoromethanesulfonic anhydride to form a bromotrifluoromethanesulfonatobenzene; and reacting the bromotrifluoromethanesulfonatobenzene with phenylacetylene to form a phenylethynylbenzene.

Palladium-catalyzed copper-free sonogashira coupling reaction in water and acetone

An efficient palladium-catalyzed copper-free Sonogashira reaction in water and acetone has been developed under mild conditions. The results showed that the aryl iodides could carry out the cross-coupling reaction with a variety of terminal alkynes in high yields in water-acetone in the absence of amine, copper(I) salts, or phosphine ligands at 60°C for one hour, and good yields were obtained for aryl bromides at 60°C for 12-24 hours in the presence of triphenylphosphine and piperidine. The method could be used to synthesize polyethynyl aromatic compounds in a one-pot reaction. Georg Thieme Verlag Stuttgart.