113250-80-9

Basic information

• Product Name: N-(2-Chlorobenzyl)-1-naphthalenamine
• Synonyms: N-(2-Chlorobenzyl)-1-naphthalenamine
• CAS NO: 113250-80-9
• Molecular Formula: C₁₇H₁₄ClN
• Molecular Weight: 267.75276
• Mol File: 113250-80-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 109-110.2 °C(Solv: ligroine (8032-32-4); dichloromethane (75-09-2))
• Boiling Point: 423.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.241±0.06 g/cm3(Predicted)
• PKA: 3.80±0.50(Predicted)
• CAS DataBase Reference: N-(2-Chlorobenzyl)-1-naphthalenamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Chlorobenzyl)-1-naphthalenamine(113250-80-9)
• EPA Substance Registry System: N-(2-Chlorobenzyl)-1-naphthalenamine(113250-80-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 113250-80-9(Hazardous Substances Data)

Upstream product

• 134-32-7 1-amino-naphthalene 
• 611-17-6 1-bromomethyl-2-chlorobenzene 
• 89-98-5 2-chloro-benzaldehyde 
• 611-19-8 1-chloro-2-(chloromethyl)benzene 
• 113250-73-0 (2-chloro-benzylidene)-[1]naphthyl-amine 
• 113250-73-0 [1-(2-Chloro-phenyl)-meth-(E)-ylidene]-naphthalen-1-yl-amine 

Downstream Products

• 218-38-2 benzo[c]phenanthridine 
• 6361-33-7 N-(1-naphthyl)benzylamine 
• 634-41-3 N-(2-methylphenyl)-1-naphthylamine 
• 1158798-85-6 C₂₀H₁₈ClN 
• 1310480-62-6 1-(2-chlorobenzyl)-3,3-dimethyl-1-(naphthalen-1-yl)urea 

Relevant articles and documents

Syntheses of phenanthridines and benzophenanthridines by intramolecular ortho-arylation of aryl amide ions with aryl halides via SRN1 reactions

The photostimulated reaction of N-(2-halo-benzyl)aryl amines with t-BuOK in liquid ammonia affords fused azaheterocycles by the SRN1 mechanism. The starting materials are easily obtained by the reaction of 2-halo-benzyl chloride and aromatic amines to prepare the secondary amines. Through this approach, phenanthridine (90%), 4-phenylphenanthridine (87%), benzo[a]phenanthridine (98%), and benzo[c]phenanthridine (84%) were synthesized.

Electron-transfer-mediated synthesis of phenanthridines by intramolecular arylation of anions from n-(ortho-Halobenzyl)arylamines: regiochemical and mechanistic analysis

The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(orrAo-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of orthohalobenzylchlorides with different arylamines. The reaction of the anions of a diverse set N-(orthohalobenzyl)arylamines was studied, and the methodology was extended to the synthesis of trispheridine, a natural product, in very good yield, In order to explain the regiochemical outcome of these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.