31661-56-0

Basic information

• Product Name: 1,4-bis(3-nitrophenyl)-1,3-butadiyne
• Synonyms: 1,4-bis(3-nitrophenyl)-1,3-butadiyne
• CAS NO: 31661-56-0
• Molecular Weight: 292.251
• EINECS: -0
• Mol File: 31661-56-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,4-bis(3-nitrophenyl)-1,3-butadiyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(3-nitrophenyl)-1,3-butadiyne(31661-56-0)
• EPA Substance Registry System: 1,4-bis(3-nitrophenyl)-1,3-butadiyne(31661-56-0)

Safety Data

• Hazardous Substances Data: 31661-56-0(Hazardous Substances Data)

Upstream product

• 645-00-1 m-iodonitrobenzene 
• 75-20-7 calcium carbide 
• 183322-33-0 1-nitro-3-[2-(trimethylsilyl)ethynyl]benzene 
• 444681-65-6 1,1-dibromo-2-(3-nitrophenyl)ethene 
• 3034-94-4 3-nitrophenylacetylene 

Downstream Products

• 31661-59-3 3-(4-(3-aminophenyl)buta-1,3-diynyl)benzeneamine 
• 134682-49-8 1,4-bis(3-azidophenyl)-1,3-butadiyne 
• 162878-70-8 3,3'-(thiophene-2,5-diyl)dianiline 

Relevant articles and documents

Synthesis of 1,3-Diynes Using Calcium Carbide as an Alkyne Source

A simple method for the synthesis of 1,3-diynes from iodoarenes using calcium carbide as an alkyne source and air as an oxidant is described. A series of 1,4-diarylbuta-1,3-diynes were efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.

Copper(i) chloride catalysed room temperature Csp-Csp homocoupling of terminal alkynes mediated by visible light

We developed a technique mediated by visible light for the aerobic homocoupling of terminal alkynes to synthesize 1,3-conjugated diynes using a copper(i) chloride catalyst at room temperature. Compared with previously reported thermal processes, this photochemical method is simple, uses only mild reaction conditions, produces high yields and works well for substrates with electron-withdrawing groups without the need for bases/ligands, oxidants or palladium catalysts.

Copper-mediated homocoupling of vinyl dibromides to symmetrical diynes

1,1-Dibromoalk-1-enes were dimerized readily in the presence of copper iodide, a diamine ligand, and cesium carbonate in DMF to give symmetrical 1,3-diynes. The reaction was found to be selective and rather general, furnishing the corresponding diynes in good yields, even with complex and sensitive dibromides, and provides useful insights into the reactivity of 1,1-dibromoalk-1-enes with copper(I). Georg Thieme Verlag Stuttgart.