3365-81-9

Basic information

• Product Name: N-Methyl-4-biphenylamine
• Synonyms: N-Methyl-4-biphenylamine;N-Methyl-[1,1'-biphenyl]-4-aMine
• CAS NO: 3365-81-9
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.25
• Mol File: 3365-81-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 324°Cat760mmHg
• Flash Point: 159.1°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.000253mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: N-Methyl-4-biphenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-4-biphenylamine(3365-81-9)
• EPA Substance Registry System: N-Methyl-4-biphenylamine(3365-81-9)

Safety Data

• Hazardous Substances Data: 3365-81-9(Hazardous Substances Data)

Usage

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

Upstream product

• 618-40-6 1-Methyl-1-phenylhydrazine 
• 71-43-2 benzene 
• 7664-93-9 sulfuric acid 
• 871882-23-4 1,3-bis-biphenyl-4-yl-3-methyl-triazene 
• 621-23-8 1,2,3-trimethoxybenzene 
• 87-85-4 Hexamethylbenzene 
• 151-10-0 1,3-Dimethoxybenzene 

Downstream Products

• 871882-23-4 1,3-bis-biphenyl-4-yl-3-methyl-triazene 
• 72433-35-3 N-nitroso-N-methyl-N-(4-biphenylyl)amine 
• 861518-23-2 N-biphenyl-4-yl-N-methyl-toluene-4-sulfonamide 
• 50838-43-2 Biphenyl-4-yl-methyl-thiocarbamic acid O-(1,2,3,4-tetrahydro-1,4-methano-naphthalen-6-yl) ester 
• 65021-01-4 Biphenyl-4-yl-methyl-[3-(10-methyl-anthracen-9-yl)-propyl]-amine 
• 65021-03-6 Biphenyl-4-yl-methyl-[3-(10-phenyl-anthracen-9-yl)-propyl]-amine 
• 1219741-27-1 N-(biphenyl-4-ylmethyl)-3,5-difluoro-2-nitroaniline 
• 1291779-91-3 (1R,3S)-3-acetylamino-cyclopentanecarboxylic acid N-biphenyl-4-yl-N-methyl-amide 
• 1291779-89-9 (1R,3S)-3-propionylamino-cyclopentanecarboxylic acid N-biphenyl-4-yl-N-methyl-amide 
• 1291779-90-2 (1R,3S)-3-isobutyrylamino-cyclopentanecarboxylic acid N-biphenyl-4-yl-N-methyl-amide 
• 1291779-92-4 (1R,3S)-3-(3-ethyl-ureido)-cyclopentanecarboxylic acid N-biphenyl-4-yl-N-methyl-amide 
• 1291779-93-5 (1R,3S)-3-(6-dimethylamino-hexanoylamino)-cyclopentanecarboxylic acid N-biphenyl-4-yl-N-methyl-amide 
• 1338468-85-1 C₂₁H₂₄N₂O₂ 
• 2523-37-7 9-methylfluorene 

Relevant articles and documents

Reactions of N-methyl-N-(4-biphenylyl)nitrenium ion with electron-rich arenes: Laser flash photolysis and product studies

An arylnitrenium ion, N-methyl-N-(4-biphenylyl)nitrenium ion, was generated through photolysis of 1-(N-methyl-N-4-biphenylyl)amino-2,4,6-trimethylpyridinium tetrafluoroborate, and its reactions with various donor-substituted arenes (e.g., 1,3,5-trimethoxybenzene, mesitylene, 1,4-dimethoxybenzene, hexamethylbenzene, etc.) were examined using product analysis and laser flash photolysis. In general, trapping of the short-lived nitrenium ion by the arenes leads to three types of products: (1) the parent amine, N-methyl-N-4-biphenylylamine; (2) an ortho-adduct, where the ring position ortho to the nitrenium ion center is bonded to the arene ring; and (3) an N-adduct, where the nitrenium ion nitrogen is bonded to the trap. Laser flash photolysis studies show that the rates of these trapping reactions vary from 104 to 109 M-1 s-1, depending on the structure of the arene trap. These trapping rate constants do not correlate with the one-electron oxidation potential of the arene, nor with the expected stability of a σ-complex derived from direct electrophilic aromatic substitution. It is argued that the observed rate constants correspond to initial formation of a π-complex between the arylnitrenium ion and the arene trap. This complex then forms the observed products.

A TRIFLUOROMETHANESULFONIC ACID-CATALYZED REACTION OF ARYLHYDRAZINES WITH BENZENE

Arylhydrazines reacted with benzene in the presence of trifluoromethanesulfonic acid (TFSA) to give aminobiphenyls.This is a general method for the synthesis of aminobiphenyls.