1204-41-7

Basic information

• Product Name: 4AMINO2METHYLBIPHENYL
• Synonyms: 4AMINO2METHYLBIPHENYL;2'-Methylbiphenyl-4-amine;[4-(2-methylphenyl)phenyl]amine;4-(2-methylphenyl)aniline;(2'-methylbiphenyl-4-yl)amine(SALTDATA: HCl)
• CAS NO: 1204-41-7
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.25
• Mol File: 1204-41-7.mol

Chemical Properties

• Boiling Point: 305.1°Cat760mmHg
• Flash Point: 145.7°C
• Appearance: /
• Density: 1.057g/cm³
• Vapor Pressure: 0.000839mmHg at 25°C
• Refractive Index: 1.607
• PKA: 4.32±0.10(Predicted)
• CAS DataBase Reference: 4AMINO2METHYLBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4AMINO2METHYLBIPHENYL(1204-41-7)
• EPA Substance Registry System: 4AMINO2METHYLBIPHENYL(1204-41-7)

Safety Data

• Hazardous Substances Data: 1204-41-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
4-Amino-2-methylbiphenyl is used as a key intermediate in the production of dyes and pigments, contributing to the coloration and stability of these compounds in various applications.
Used in Organic Compounds Production:
As a versatile chemical building block, 4-Amino-2-methylbiphenyl is employed in the synthesis of a range of organic compounds, enhancing their functional properties and applications across different industries.

InChI:InChI=1/C13H13N/c1-10-4-2-3-5-13(10)11-6-8-12(14)9-7-11/h2-9H,14H2,1H3

Upstream product

• 100-65-2 N-Phenylhydroxylamine 
• 108-88-3 toluene 

Downstream Products

• 38262-85-0 2'-methyl-[1,1'-biphenyl]-4-ol 
• 109811-64-5 N-(2'-methyl-biphenyl-4-yl)-benzenesulfonamide 
• 1644540-72-6 7-(o-tolyl)benzo[4,5]imidazo[1,2-a]pyrimidine 
• 1266338-78-6 N-(2'-methyl-3-(N-(phenylsulfonyl)phenylsufonamido)biphenyl-4-yl)acetamide 
• 1026411-95-9 [3-(3-cyano-phenyl)-5-(2'-methyl-biphenyl-4-ylcarbamoyl)-4,5-dihydro-isoxazol-5-yl]-acetic acid methyl ester 

Relevant articles and documents

N- and C-attacks on aromatics of phenylnitrenium ion generated from N-phenylhydroxylamine in the presence of trifluoroacetic acid containing polyphosphoric acid or trifluoroacetic anhydride

A phenylnitrenium ion formed from N-phenylhydroxylamine in the presence of trifluoroacetic acid (TFA) containing polyphosphoric acid (PPA) interacts with the counterion -O2CCF3 and the unshared electron-pair of H2O, showing Hammett's ρ values -5.2 and -4.0 for N- and C-attacks on aromatics PhX (X = H, Me, Et, Ph and Cl), respectively. The ratio N-/C-attack for this nitrenium ion is lower than for the nitrenium ion interacting with only the counterion; the latter nitrenium ion is generated by the use of trifluoroacetic anhydride (TFAA) instead of PPA or by reaction of phenyl azide with aromatics in TFA. The ratio for the former nitrenium ion is affected by the aromatic substituent X:X = Me > X = Et > X = Ph > X = H > X = OMe at 20 and 50°C. The order for X = Cl is between those of X = H and X = Ph at 20°C, but highest at 50°C. The ratio is increased by higher reaction temperature and by decreased concentration of TFA. The results are demonstrated from the mechanistic viewpoint for the nitrenium ions.

Acid-Catalyzed Reactions of N-Arylhydroxylamines and Related Compounds with Benzene. Iminium-Benzenium Ions

N-Arylhydroxylamines react with benzene in the presence of trifluoroacetic acid (TFA) at room temperature to give diphenylamines.When TFA was replaced by a strong acid, trifluoromethanesulfonic acid (TFSA), the major products were aminobiphenyls.The nature of the reaction was explored by reactions of 4-substituted phenylhydroxylamines and dialkylaniline N-oxides with benzene.Thus, it was demonstrated that the reactive intermediates are onium-benzenium dications which are trapped by benzene to give aminobiphenyls by a mechanism similar to the Friedel-Krafts alkylation.Further evidence for the proposed reaction mechanism was the observation that nitrosobenzene and azoxybenzene reacted with benzene to give analogous products in the presence of the stronger acid.