308123-55-9

Basic information

• Product Name: N¹,N³-dimethyl-N¹,N³-diphenylbenzene-1,3-diamine
• Synonyms: N¹,N³-dimethyl-N¹,N³-diphenylbenzene-1,3-diamine
• CAS NO: 308123-55-9
• Molecular Weight: 288.392
• Mol File: 308123-55-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N¹,N³-dimethyl-N¹,N³-diphenylbenzene-1,3-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N¹,N³-dimethyl-N¹,N³-diphenylbenzene-1,3-diamine(308123-55-9)
• EPA Substance Registry System: N¹,N³-dimethyl-N¹,N³-diphenylbenzene-1,3-diamine(308123-55-9)

Safety Data

• Hazardous Substances Data: 308123-55-9(Hazardous Substances Data)

Upstream product

• 100-61-8 N-methylaniline 
• 541-73-1 1,3-Dichlorobenzene 
• 108-36-1 1,3-dibromobenzene 
• 50-00-0 formaldehyd 
• 5905-36-2 N,N'-diphenyl-m-phenylenediamine 

Relevant articles and documents

N-heterocyclic carbene-Pd(II)-2-methyl-4,5-dihydrooxazole complex-catalyzed highly chemoselective mono-amination of dichlorobenzenes

The palladium-catalyzed chemoselective mono-amination of dichlorobenzenes was reported in this paper. Under the suitable conditions, all reactions involving the three isomers of dichlorobenzenes with various secondary and primary amines in the presence of

Transition metal-free amination of aryl halides-A simple and reliable method for the efficient and high-yielding synthesis of N-arylated amines

A simple and reliable reaction protocol for the clean, fast, and high-yielding synthesis of various N-arylated amines derived from reactions of aryl halides with various (also sterically hindered) amines under transition metal-free reaction conditions is presented. Dioxane and KN(Si(CH3)3)2 were found to be the ideal solvent and base for this transformation. The conversion rates and yields observed are excellent and in the majority of the reactions performed significantly higher than that obtained in their catalyzed versions. Furthermore, the selective synthesis of 6-halopyridin-2-amines and asymmetric pyridine-2,6-diamines (derived from consecutive reactions of 2,6-dibromopyridine and 2,6-dichloropyridine, respectively, with different amines) is possible in almost quantitative yields (relative to 2,6-dihalopyridine) within very short reaction times. Purification of the 6-halopyridin-2-amine intermediates is not necessary, allowing the synthesis of pyridine-2,6-diamines in 'one-pot'. However, catalysts are in many cases not required to efficiently and selectively couple aryl halides with amines, making transition metal-free versions of the Buchwald-Hartwig reaction extremely attractive for the synthesis of N-arylated amines with substrates containing substituents on the aryl halide, which either promote regioselectivity and/or do not require regioselective aminations.

On attempted oxidative cyclisation of isomeric N,N'-diphenylphenylenediamines and their N,N'-dimethyl derivatives by palladium(II) acetate and UV light

The cyclisation of N,N'-diphenyl-o-, m- and p-phenylenediamines and their N,N'-dimethyl derivatives by palladium(II) acetate and UV light separately led to both bis-cyclisation, furnishing indolocarbazoles, and mono-cyclisations with cleavage as well as retention of one substituent, producing substituted carbazoles.