962-57-2

Basic information

• Product Name: Benzene, 1-nitro-4-(4-phenyl-1,3-butadiynyl)-
• CAS NO: 962-57-2
• Molecular Formula: C16H9NO2
• Molecular Weight: 247.253
• Mol File: 962-57-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, 1-nitro-4-(4-phenyl-1,3-butadiynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-nitro-4-(4-phenyl-1,3-butadiynyl)-(962-57-2)
• EPA Substance Registry System: Benzene, 1-nitro-4-(4-phenyl-1,3-butadiynyl)-(962-57-2)

Safety Data

• Hazardous Substances Data: 962-57-2(Hazardous Substances Data)

Upstream product

• 937-31-5 (4-Nitrophenyl)acetylene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 940-13-6 1-(2-bromoethynyl)-4-nitrobenzene 
• 536-74-3 phenylacetylene 
• 636-98-6 p-nitrobenzene iodide 
• 591-50-4 iodobenzene 
• 861718-54-9 (Ph₃P)AuCCCCAu(PPh₃) 

Downstream Products

• 1422144-19-1 5-(4-nitrobenzyl)-3-phenyl-1H-pyrazole 
• 1374219-53-0 5-benzyl-3-(4-nitrophenyl)isoxazole 
• 1374219-52-9 5-(4-nitrobenzyl)-3-phenylisoxazole 

Relevant articles and documents

Gold-Catalyzed Cadiot–Chodkiewicz-type Cross-Coupling of Terminal Alkynes with Alkynyl Hypervalent Iodine Reagents: Highly Selective Synthesis of Unsymmetrical 1,3-Diynes

A new and efficient method for the synthesis of unsymmetrical 1,3-butadiynes by gold-catalyzed C(sp)–C(sp) cross-coupling of terminal alkynes with alkynyl hypervalent iodine(III) reagents has been developed. The reaction features high selectivity and efficiency, mild reaction conditions, wide substrate scope, and functional-group compatibility, and is a highly attractive complement to existing methods. Mechanistic studies reveal that formation of a phenanthrolinyl-ligated gold(I) complex is crucial for the efficiency and selectivity of the target transformation.

Cross-coupling reactions of gold(I) alkynyl and polyyndiyl complexes

Gold(I) alkynyl complexes are shown to efficiently couple with aryl iodides under mild conditions in the presence of both Pd(II) and Cu(I) co-catalysts. The reaction is not gold catalysed, but rather the Au(I) centre serves to transfer the alkynyl moiety to Cu(I), which then enters the conventional Sonogashira cycles. Using this method, a small range of 1,4-disubstituted diynes, including examples of differentially substituted compounds ArCCCCAr′, have been prepared directly from [(Ph3P) AuCCCCAu(PPh3)] and aryl iodides ArI.