1203-13-0

Upstream product

• 13166-10-4 isopropylidenemalonodinitrile 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 811-98-3 d⁽⁴⁾-methanol 
• 101225-72-3 2-(1-Methyl-1-phenyl-ethyl)-2-(3-nitro-phenylazo)-malononitrile 
• 101225-71-2 2-(4-Cyano-phenylazo)-2-(1-methyl-1-phenyl-ethyl)-malononitrile 
• 101225-73-4 2-(3-Cyano-phenylazo)-2-(1-methyl-1-phenyl-ethyl)-malononitrile 
• 101225-76-7 2-(4-Methoxy-phenylazo)-2-(1-methyl-1-phenyl-ethyl)-malononitrile 
• 101225-74-5 2-(1-Methyl-1-phenyl-ethyl)-2-phenylazo-malononitrile 
• 917-64-6 methyl magnesium iodide 
• 5447-87-0 2-(1-phenylethylidene)propanedinitrile 

Downstream Products

• 101225-71-2 2-(4-Cyano-phenylazo)-2-(1-methyl-1-phenyl-ethyl)-malononitrile 
• 101225-72-3 2-(1-Methyl-1-phenyl-ethyl)-2-(3-nitro-phenylazo)-malononitrile 
• 101225-74-5 2-(1-Methyl-1-phenyl-ethyl)-2-phenylazo-malononitrile 
• 101225-70-1 (p-nitrophenyl)azo-tert-cumylmalonitrile 
• 101225-76-7 2-(4-Methoxy-phenylazo)-2-(1-methyl-1-phenyl-ethyl)-malononitrile 
• 101225-75-6 2-(1-Methyl-1-phenyl-ethyl)-2-p-tolylazo-malononitrile 
• 1209-29-6 α,α-Dimethylbenzylcyanoform 

Relevant academic research and scientific papers

Facile Heterolysis of a Carbon-Carbon Bond. Arylazodicyanomethanides as the Leaving Group Capable of Generating tert-Cumyl Cation and the Hydrogen-Bond-Insusceptible Behavior of the Leaving Group Anions

Decompositions of (p-nitrophenyl)azo-tert-cumylmalonitrile in polar solvents were found to proceed via the heterolysis of a carbon-carbon bond to generate tert-cumyl cation and the conjugate base of (p-nitrophenyl)hydrazonomalononitrile.The major products arising from tert-cumyl cation are as follows: tert-cumyl methyl ether in methanol, the N-cumylpyridinium hydrazonide in pyridine, and α-methylstyrene in Me2SO and in DMF.The reactions in MeCN and in acetone afford a rearranged product, N-(tert-cumyl)(p-nitrophenyl)hydrazonomalononitrile, which gradually undergoes heterolysis as well.Decompositions of the azo compound and the rearragend product are faster in Me2SO than in methanol, being in conflict with the usual trend of solvent-ionizing power.This phenomenon is explained in terms of extensive charge dispersal of the leaving group anion wich prevents hydrogen bonding with a protic solvent molecule.It is pointed out that the behavior of the conjugate base of (p-nitrophenyl)hydrazonomalononitrile as the leaving group anion is closely connected with the function of FCCP (the p-CF3O derivative of the hydrazone) as one of the best uncouplers of phosphorylation in mitochondrial systems.