1203-43-6

Basic information

• Product Name: [1,1'-Biphenyl]-2-amine, 2'-chloro-
• CAS NO: 1203-43-6
• Molecular Formula: C12H10ClN
• Molecular Weight: 203.671
• Mol File: 1203-43-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [1,1'-Biphenyl]-2-amine, 2'-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-2-amine, 2'-chloro-(1203-43-6)
• EPA Substance Registry System: [1,1'-Biphenyl]-2-amine, 2'-chloro-(1203-43-6)

Safety Data

• Hazardous Substances Data: 1203-43-6(Hazardous Substances Data)

Usage

General Description

[1,1'-Biphenyl]-2-amine, 2'-chloro- is a chemical compound with the molecular formula C12H10ClN. It is an amine compound that consists of a biphenyl group with a chlorine atom attached to the 2' position. [1,1'-Biphenyl]-2-amine, 2'-chloro- is commonly used in organic synthesis and pharmaceutical research. It may have applications in the development of new drugs and as a building block for the synthesis of more complex organic molecules. The chlorine atom can also confer specific reactivity and properties to the compound, making it useful in various chemical reactions. Overall, [1,1'-Biphenyl]-2-amine, 2'-chloro- is a versatile and important chemical compound in the field of organic chemistry.

Upstream product

• 100-65-2 N-Phenylhydroxylamine 
• 108-90-7 chlorobenzene 
• 62-53-3 aniline 
• 10449-07-7 (2-chlorophenyl)hydrazine 
• 95-51-2 o-chloroaniline 
• 100-63-0 phenylhydrazine 

Downstream Products

• 76838-49-8 1-Benzoyl-3-(2'-chloro-biphenyl-2-yl)-thiourea 
• 3652-88-8 4-chloro-9H-carbazole 
• 1150-62-5 N-phenylcarbazole 
• 86-74-8 9H-carbazole 
• 90-41-5 2-phenylaniline 
• 14498-95-4 2'-chloro-[1,1'-biphenyl]-2-carboxylic acid 
• 107208-70-8 2-bromo-2’-chloro-1,1’-biphenyl 

Relevant articles and documents

Reaction of phenylhydrazines with arenes in the presence of aluminium trichloride

Phenylnitrenium ions are generated from phenylhydrazines by treatment with AlCl3. Reaction of a phenylnitrenium ion with arenes results in both aromatic N-substitution and C-substitution. In contrast, an N-methylphenylnitrenium ion undergoes exclusively aromatic C-substitution. Reaction of a phenylnitrenium ion with arenes present only in slight excess produces anilinated products in moderate to good yields.

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.