665033-16-9

Basic information

• Product Name: Benzonitrile, 4-amino-3-(phenylethynyl)-
• CAS NO: 665033-16-9
• Molecular Formula: C15H10N2
• Molecular Weight: 218.258
• Mol File: 665033-16-9.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-amino-3-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-amino-3-(phenylethynyl)-(665033-16-9)
• EPA Substance Registry System: Benzonitrile, 4-amino-3-(phenylethynyl)-(665033-16-9)

Safety Data

• Hazardous Substances Data: 665033-16-9(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 33348-34-4 4-amino-3-iodobenzonitrile 
• 591-50-4 iodobenzene 
• 412947-51-4 4-amino-3-ethynylbenzonitrile 
• 873-74-5 4-Aminobenzonitrile 

Downstream Products

• 442155-80-8 N-[4-cyano-2-(phenylethynyl)phenyl]methanesulfonamide 
• 96887-11-5 2-phenyl-1H-indole-5-carbonitrile 
• 1122644-05-6 3,3-bis(5-cyano-2-phenyl-1H-indol-3-yl)indolin-2-one 
• 1225336-11-7 N-(4-cyano-2-(phenylethynyl)phenyl)-4-methylbenzenesulfonamide 
• 1436417-00-3 1-benzoyl-2-phenyl-1H-indole-5-carbonitrile 
• 1436417-07-0 N-(4-cyano-2-(2-phenylethynyl)phenyl)acetamide 
• 1436417-10-5 N-(4-cyano-2-(2-phenylethynyl)phenyl)benzamide 
• 1610555-92-4 4-butoxy-6-cyano-3-phenyl-2(1H)-quinolinone 

Relevant articles and documents

Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4 H-cinnolin-2-ium-1-ide

An efficient Cu(I)/DMAP/air system for the one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides, which are often difficult to prepare by traditional routes from substituted 2-alkynylanilines and nitrosoarenes, was developed. These 4-oxo-4H-cinnolin-2-ium-1-ides have practical applications as mechanoluminescent materials. Preliminary mechanistic experiments were performed, and a plausible mechanism for this tandem process is proposed. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol with potential synthetic applications.

Chiral Br?nsted Acid from Chiral Phosphoric Acid Boron Complex and Water: Asymmetric Reduction of Indoles

A new chiral Br?nsted acid, generated in situ from a chiral phosphoric acid boron (CPAB) complex and water, was successfully applied to asymmetric indole reduction. This “designer acid catalyst”, which is more acidic than TsOH as suggested by DFT calculations, allows the unprecedented direct asymmetric reduction of C2-aryl-substituted N-unprotected indoles and features good to excellent enantioselectivities with broad functional group tolerance. DFT calculations and mechanistic experiments indicates that this reaction undergoes C3-protonation and hydride-transfer processes. Besides, bulky C2-alkyl-substituted N-unprotected indoles are also suitable for this system.

Copper-catalyzed trifluoromethylazidation and rearrangement of aniline-linked 1,7-enynes: Access to CF3-substituted azaspirocyclic dihydroquinolin-2-ones and furoindolines

A set of reactions involving copper-catalyzed trifluoromethylazidation and then rearrangement of aniline-linked 1,7-enynes with the relatively poorly reactive Togni reagent I and TMSN3 was developed, and provided facile access to structurally d