42308-28-1

Basic information

• Product Name: 5-methyl-1,1'-biphenyl-2-amine
• Synonyms: 5-methyl-1,1'-biphenyl-2-amine;5-Methylbiphenyl-2-amine;4-Methyl-2-phenylaniline;2-Amino-5-methylbiphenyl
• CAS NO: 42308-28-1
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.25
• Mol File: 42308-28-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 310.3±11.0 °C(Predicted)
• Appearance: /
• Density: 1.057±0.06 g/cm3(Predicted)
• PKA: 4.25±0.10(Predicted)
• CAS DataBase Reference: 5-methyl-1,1'-biphenyl-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-1,1'-biphenyl-2-amine(42308-28-1)
• EPA Substance Registry System: 5-methyl-1,1'-biphenyl-2-amine(42308-28-1)

Safety Data

• Hazardous Substances Data: 42308-28-1(Hazardous Substances Data)

Upstream product

• 2101-86-2 p-methylazidobenzene 
• 71-43-2 benzene 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 4870-23-9 2-p-toluidino-isoindoline-1,3-dione 
• 583-68-6 2-bromo-p-toluidine 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 539-44-6 N-4-methylphenylhydrazine 

Downstream Products

• 1603837-51-9 2-methyl-6-(p-tolyl)phenanthridine 
• 1603837-65-5 6-(3-chlorophenyl)-2-methylphenanthridine 
• 1428265-04-6 2-methyl-6-(2-tolyl)phenanthridine 
• 1603837-66-6 6-(2-iodo-4-(trifluoromethyl)phenyl)-2-methylphenanthridine 
• 1603837-67-7 6-(2-(1H-pyrrol-1-yl)phenyl)-2-methylphenanthridine 
• 1603837-93-9 C₂₆H₁₈FN 
• 1603837-94-0 C₂₆H₁₈ClN 
• 1428265-01-3 6-(4-methoxyphenyl)-2-methylphenanthridine 
• 1603837-84-8 N-(5-methyl-[1,1'-biphenyl]-2-yl)-4-nitrobenzamide 
• 1603837-61-1 6-(4-(tert-butyl)phenyl)-2-methylphenanthridine 
• 1603837-97-3 2-methyl-6-phenyl-4-(p-tolyl)phenanthridine 
• 1603837-62-2 1-(4-(2-methylphenanthridin-6-yl)phenyl)ethanone 
• 1603837-98-4 4-(4-methoxyphenyl)-2-methyl-6-phenylphenanthridine 
• 1603837-99-5 4-(4-fluorophenyl)-2-methyl-6-phenylphenanthridine 

Relevant articles and documents

"transition-metal-free" synthesis of carbazoles by photostimulated reactions of 2′-halo[1,1′-biphenyl]-2-amines

An efficient and simple protocol for the preparation of a series of 9H-carbazoles by photostimulated SRN1 substitution reactions is presented. Substituted 9H-carbazoles were synthesized in low to excellent yields (up to 96%) through an intramolecular C-N bond formation of 2′-halo[1,1′-biphenyl]-2-amines by the photoinitiated SRN1 mechanism under mild and "transition-metal-free" conditions. The biphenylamines used as substrates were obtained with isolated yields ranging from 21% to 84% by two approaches: (A) the cross-coupling Suzuki-Miyaura reaction and (B) the radical arylation of anilines. Some key aspects of the proposed mechanism were evaluated at the B3LYP/6-311+G? level.

Reaction of n-aminophthalimide derivatives with aluminum chloride in benzene

The reaction of N-aminophthalimide derivatives with AlCl3 in benzene has been investigated. From N-amino- and N-benzamidophthalimide (1a and 1b), N-amino- and N-benzamido3,3-diaryl-2,3-dihydroisoindol-1-ones (2) are obtained in high yield by initial attack of benzene on the imide carbonyl, assisted by the neighboring nitrogen atom. From N-arylaminophthalimide derivatives (4), the N-N bond is cleaved heterolytically to give an arylnitrenium ion and canonical forms involving the arene which are trapped by benzene to give aminobiaryls and N-arylanilines.

N- and C-Attacks of Phenylnitrenium Ions Generated from Phenyl Azides in the Presence of Trifluoroacetic Acid and/or Trifluoromethanesulphonic Acid

Phenylnitrenium ions were generated from phenyl azides in the presence of trifluoroacetic acid (TFA) and/or trifluoromethanesulphonic acid (TFSA).Unsubstituted phenylnitrenium ions and those with an electron-withdrawing group such as NO2 or CN undergo aromatic N-substitution, whereas those with an electron-donating group such as Me, OMe, CH2Ph, or Ph undergo C-substitution, hydrogen abstraction, and tar formation.The special character of TFA and TFSA as compared with other acids is discussed.