13556-70-2

Basic information

• Product Name: N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine
• Synonyms: N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine
• CAS NO: 13556-70-2
• Molecular Weight: 212.294
• Mol File: 13556-70-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine(13556-70-2)
• EPA Substance Registry System: N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine(13556-70-2)

Safety Data

• Hazardous Substances Data: 13556-70-2(Hazardous Substances Data)

Upstream product

• 7647-01-0 hydrogenchloride 
• 637-47-8 1,2-di(p-tolyl)hydrazine 
• 955-98-6 1,2-bis(4-methylphenyl)diazene oxide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 67-63-0 isopropyl alcohol 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 64-17-5 ethanol 
• 3926-62-3 sodium monochloroacetic acid 
• 79-11-8 chloroacetic acid 
• 7601-90-3 perchloric acid 

Downstream Products

• 3051-09-0 ammonium 5-(2,4,6-trioxoperhydropyrimidin-5-ylideneamino)barbiturate 

Relevant articles and documents

RUTHENIUM-CATALYSED REARRENGEMENTS OF AZOBENZENES III. PREPARATION OF N-PHENYL-1,2-PHENYLENEDIAMINE AND N1-PHENYL-N2-(sec-ALKYL)-1,2-PHENYLENEDIAMINE AND DERIVATIVES THEREOF BY THE RUTHENIUM-CATALYSED REACTION OF AZOBENZENES WITH SECONDARY ALCOHOLS

RuCl3*3H2O in presence of PPh3 and a mild base and under an atmosphere of carbon monoxide catalyses the reaction of azobenzene and 2-propanol to give N-phenyl-1,2-phenylenediamine and N1-phenyl-N2-(2-propyl)-1,2-phenylenediamine.The selectivity towards the two products can be controlled by varying the amount of base (NaOAc or LiOAc) and 2-propanol used.Secondary alcohols which are less effective for N-alkylation than 2-propanol favour the former product.Substituents in the azobenzene derivative have a marked effect on the yield.Where the azobenzene derivative used permits isomer formation within the N-phenylphenylenediamine unit, all possible isomers usually occur.