2-chloro-N-phenylaniline

Base Information

• Chemical Name: 2-chloro-N-phenylaniline
• CAS No.: 1205-40-9
• Molecular Formula: C12H10ClN
• Molecular Weight: 203.671
• Hs Code.: 2921440000
• DSSTox Substance ID: DTXSID90423744
• Nikkaji Number: J151.722H
• Wikidata: Q72501472
• Mol file: 1205-40-9.mol

Synonyms:2-chloro-N-phenylaniline;1205-40-9;2-Chlorodiphenylamine;N-PHENYL-2-CHLOROANILINE;(2-Chloro-phenyl)-phenyl-amine;MFCD01027199;Benzenamine,2-chloro-N-phenyl-;Benzenamine, 2-chloro-N-phenyl-;2-chlorophenylaniline;SCHEMBL3279472;DTXSID90423744;CASDLXCHUTYPAO-UHFFFAOYSA-N;BBL101157;CL8454;STL554953;AKOS005257313;SB77864;AC-20809;AS-46033;CS-0453990;FT-0602232

Chemical Property of 2-chloro-N-phenylaniline

Chemical Property:

• Vapor Pressure: 0.000899mmHg at 25°C
• Melting Point: 100-101℃
• Refractive Index: 1.642
• Boiling Point: 304 °C at 760 mmHg
• PKA: -0.90±0.20(Predicted)
• Flash Point: 137.6 °C
• PSA: 12.03000
• Density: 1.216 g/cm³
• LogP: 4.15660
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 203.0501770
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-N-phenylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC=C2Cl

Technology Process of 2-chloro-N-phenylaniline

There total 30 articles about 2-chloro-N-phenylaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-bromo-1-chlorobenzene (694-80-4) + aniline (62-53-3) → N-phenyl-2-chloroaniline (1205-40-9)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis(diphenylphosphino)-1′-(diisopropylphosphino)-4-tert-butylferrocene; sodium t-butanolate; In toluene; for 2h; chemoselective reaction; Reflux; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.catcom.2014.03.012

Reference yield: 93.0%

aniline (62-53-3) + 2-chlorophenyl nonaflate (147641-13-2) → N-phenyl-2-chloroaniline (1205-40-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 150 ℃; for 0.5h; microwave irradiation;

DOI:10.1021/jo052131u

Reference yield: 90.0%

aniline (62-53-3) + 1,2-dichloro-benzene (95-50-1) → N-phenyl-2-chloroaniline (1205-40-9)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis(diphenylphosphino)-1′-(diisopropylphosphino)-4-tert-butylferrocene; sodium t-butanolate; In toluene; at 115 ℃; for 16h; Reagent/catalyst; Temperature; Time; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4cy00151f

upstream raw materials:

bromobenzene

N-(2-chlorophenyl)acetamide

2-(2-chlorophenylamino)benzoic acid

chlorobenzene

Downstream raw materials:

1-chlorophenothiazine

N-(phenyl)(N'-phenyl)[N'-(o-chloro)phenyl]carboxamidine

N-(2-chlorophenyl)-4-chloro-3-methyl-2(1H)-quinolone

2-methyl-1-phenyl-1H-indole

Refernces

• 1、 Yang, Fu,Dong, Xuexue,Shen, Yang,Liu, Mengting,Zhou, Hu,Wang, Xuyu,Li, Lulu,Yuan, Aihua,Song, Heng. "Reductive C?N Coupling of Nitroarenes: Heterogenization of MoO3 Catalyst by Confinement in Silica". . p. 3413 - 3421. Retrieved 2021/07/31.
• 2、 Steingruber, H. Sebastián,Mendioroz, Pamela,Volpe, María A.,Gerbino, Darío C.. "Convenient One-Pot Synthesis of 9 H -Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst". . p. 4048 - 4058. Retrieved 2021/08/03.