14925-09-8

Basic information

• Product Name: N-methylbiphenyl-2-amine
• Synonyms: N-methylbiphenyl-2-amine;N-Methyl-(1,1'-biphenyl)-2-aMine;2-(Methylamino)biphenyl;N-Methyl-2-biphenylylamine;o-(N-Methylamino)biphenyl;2-(N-Methylamino)-1,1'-biphenyl;[1,1'-Biphenyl]-2-amine, N-methyl-;2-(N-Methylamino)-1,1'-biphenyl, min. 95%
• CAS NO: 14925-09-8
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.24902
• Product Categories: Achiral Nitrogen
• Mol File: 14925-09-8.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 329.964°C at 760 mmHg
• Flash Point: 163.612°C
• Appearance: pale-yellow/liquid
• Density: 1.052
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.17±0.10(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: N-methylbiphenyl-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methylbiphenyl-2-amine(14925-09-8)
• EPA Substance Registry System: N-methylbiphenyl-2-amine(14925-09-8)

Safety Data

• Hazardous Substances Data: 14925-09-8(Hazardous Substances Data)

Usage

General Description

N-methylbiphenyl-2-amine is a chemical compound that falls under the category of aromatic amines. It is known by alternate names such as 2-(methylamino)biphenyl and 2-aminobiphenyl, N-methyl derivative. N-methylbiphenyl-2-amine is used widely in various chemical reactions and industrial applications due to its properties. In terms of structure, it features an aromatic biphenyl moiety, which is essentially two connected benzene rings, attached to an amine group that has been substituted with a methyl group. The molecular formula of N-methylbiphenyl-2-amine is C13H13N. It should be handled carefully due to its potential for causing harm if inhaled, ingested, or contacted with skin.

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

Upstream product

• 101-82-6 2-Benzylpyridine 
• 16524-11-1 2-(N-benzoyl-N-methylamino)benzoic acid 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 71-43-2 benzene 
• 50-00-0 formaldehyd 
• 90-41-5 2-phenylaniline 
• 86-00-0 2-nitrobiphenyl 
• 201230-82-2 carbon monoxide 
• 2051-60-7 2-chloro-1,1'-biphenyl 
• 593-51-1 methylamine hydrochloride 
• 2052-07-5 2-Bromobiphenyl 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 124-38-9 carbon dioxide 

Downstream Products

• 955879-95-5 N-([1,1'-biphenyl]-2-yl)-2-chloro-N-methylacetamide 
• 1484-12-4 N-methylcarbazole 
• 229-87-8 phenanthridine 
• 213024-76-1 7-amino-5-methyl-5H-dibenzo[b,d]azepin-6(7H)-one hydrochloride 
• 209984-30-5 N-methyl-5H-dibenzo[b,d]azepin-6(7H)-one 
• 1581285-85-9 (2′-methylamino-1,1′-biphenyl-2-yl)methanesulfonatopalladium(II) dimer 
• 86-74-8 9H-carbazole 

Relevant articles and documents

Photochemical study of tris(benzotriazol-1-yl)methane

(Chemical Equation Presented) Photodecomposition of tris(benzotrizol-1-yl) methane (1) in benzene gives [1-benzotryazol-1-yl-methylidene]-biphenyl-2- ylamine (2) resulting from the loss of the benzotriazolyl radical and nitrogen followed by addition of benzene. Elimination of the second benzotriazolyl radical from 2 provides the biphenyl-2-ylmethyleneamine radical, which affords phenantridine (3) after ring closure. In contrast, the photolysis of 1 in methanol gives a high yield of benzotriazole (4).

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Metal-free directed C?H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-fluoropyridines

A novel method for metal-free C?H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-fluoropyridines has been reported. The 5-fluoropyridine directed borylation reaction exhibited high efficiency and site exclusivity. The useful protocol could be executed on a gram-scale easily and the borylated products showed good derivatization applications. Moreover, the practicality of the strategy was expanded by the fact that the directing group could be removed in an acceptable yield.

Aryl radical-induced desulfonylative: Ipso -substitution of diaryliodonium salts: An efficient route to sterically hindered biarylamines

By using vicinal aryl sulfonamide substituted diaryliodonium salts, a cascade of desulfonylation/aryl migration was promoted by triethylamine in the synthesis of sterically hindered biarylamines, which operated via a radical-induced reaction pathway. The products were readily converted into a variety of important synthons. Furthermore, coupling reactions of N-methyl biarylamine and 1,6-dibromopyrene provided a potentially attractive molecule in OLEDs.

Highly Selective N-Monomethylanilines Synthesis from Nitroarene and Formaldehyde via Kinetically Excluding of the Thermodynamically Favorable N,N-Dimethylation Reaction

The synthesis of N-monomethylamine remains a challenging topic because the N,N-dimethylation reaction is thermodynamically favorable. In this work, the kinetically controlled N-monomethylamine synthesis from nitroarene and paraformaldehyde/H2 is reported to have superhigh N-monomethylamine selectivity in the presence of a Pd/TiO2 catalyst. The superior selectivity should be attributed to the preferential adsorption of the primary amine over N-monomethylamine on the Pd/TiO2 surface, as elucidated by NH3/Me2NH-TPD, while the excellent catalytic activity could be associated with the good H2 activation ability and high amine adsorbing capacity of the catalyst, as elucidated by NH3-TPD and H2-TPR tests. Good results were obtained with a variety of nitroarenes containing methyl, methoxyl, hydroxyl, fluoride, trifluoromethyl, ester, and amide substituents as starting materials, and the potential synthetic utility of this protocol in pharmaceutical is illustrated by N-monomethylation of drug molecules, such as clinidipine, nimesulide, procaine, and methyl aminosalicylate.