14789-44-7

Basic information

• Product Name: 10-amino-9-anthracenecarbonitrile
• Synonyms: 10-amino-9-anthracenecarbonitrile
• CAS NO: 14789-44-7
• Molecular Weight: 218.258
• Mol File: 14789-44-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 10-amino-9-anthracenecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 10-amino-9-anthracenecarbonitrile(14789-44-7)
• EPA Substance Registry System: 10-amino-9-anthracenecarbonitrile(14789-44-7)

Safety Data

• Hazardous Substances Data: 14789-44-7(Hazardous Substances Data)

Upstream product

• 1217-45-4 9,10-Dicyanoanthracene 
• 75-05-8 acetonitrile 
• 10545-36-5 N-<(trimethylsilyl)methyl>-N,N-diethylamine 
• 616-39-7 N,N-diethylnmethylamine 

Relevant articles and documents

The Photochemical Reactions of 9,10-Anthracenedicarbonitrile and 1,4-Naphthalenedicarbonitrile in Acetonitrile in the Presence of Bases

Irradiation of 9,10-anthracenedicarbonitrile (DCA) in MeCN-MeOH or MeCN-H2O containing hydroxides or methoxides leads to 9-methylimino-10-anthracenecarbonitrile (isolated, but easily hydrolyzed to the corresponding amine).Minor products are polycyanated amines and 9-hydroxy-10-anthracenecarbonitrile.Irradiation in neat MeOH causes decyanation.In both cases the first step is reduction to DCA-*, which persists for hour under these conditions.Evidence for the mechanism leading from the radical anion to the observed products is supplied.The key steps are protonation to yield the radical DCAH* and addition of the latter to acetonitrile, or to better nucleophiles when these are present. 1,4-Naphthalenedicarbonitrile is similarly transformed to the 4-amino-1-carbonitrile.