Bis(p-chlorophenyl)amine

Base Information

• Chemical Name: Bis(p-chlorophenyl)amine
• CAS No.: 6962-04-5
• Molecular Formula: C12H9Cl2N
• Molecular Weight: 238.116
• Hs Code.: 2921499090
• NSC Number: 33439
• DSSTox Substance ID: DTXSID20283792
• Nikkaji Number: J81.305B
• Wikidata: Q82018492
• Mol file: 6962-04-5.mol

Synonyms:bis(4-chlorophenyl)amine;Bis(p-chlorophenyl)amine;6962-04-5;4-chloro-N-(4-chlorophenyl)aniline;4,4'-Dichlorodiphenylamine;Benzenamine, 4-chloro-N-(4-chlorophenyl)-;NSC33439;p,p'-Dichlordiphenylamin;Diphenylamine,4'-dichloro-;SCHEMBL1686571;DTXSID20283792;PTHWAPQEXRZRJW-UHFFFAOYSA-N;NSC-33439;BS-51743;CS-0090069

Chemical Property of Bis(p-chlorophenyl)amine

Chemical Property:

• Vapor Pressure: 5.03E-05mmHg at 25°C
• Boiling Point: 348.4°C at 760 mmHg
• Flash Point: 164.5°C
• PSA: 12.03000
• Density: 1.327g/cm³
• LogP: 4.81000
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 237.0112047
• Heavy Atom Count: 15
• Complexity: 162

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC2=CC=C(C=C2)Cl)Cl

Technology Process of Bis(p-chlorophenyl)amine

There total 28 articles about Bis(p-chlorophenyl)amine 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: 100.0%

4-Chlorophenylboronic acid (1679-18-1) + 4-chloro-aniline (106-47-8) → bis(4-chlorophenyl)amine (6962-04-5)

Guidance literature:

With 2,6-dimethylpyridine; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); copper diacetate; n-tetradecanoic acid; In toluene; acetonitrile; at 35 ℃; for 20h; Reagent/catalyst; Irradiation;

DOI:10.1002/anie.201500074

Reference yield: 90.0%

4-chloro-aniline (106-47-8) + para-chlorobenzoic acid (74-11-3) → bis(4-chlorophenyl)amine (6962-04-5)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 130 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior;

DOI:10.1071/CH17176

Reference yield: 89.0%

bromochlorobenzene (106-39-8) + 4-chloro-aniline (106-47-8) → bis(4-chlorophenyl)amine (6962-04-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; triphenylphosphine; In o-xylene; for 8h; Inert atmosphere; Reflux; Schlenk technique;

DOI:10.1016/j.tet.2014.05.048

upstream raw materials:

bis-(4-chloro-phenyl)-carbamonitrile

N,N-bis-(4-chloro-phenyl)-benzamide

1-Chloro-4-iodobenzene

diphenylamine

Downstream raw materials:

4-chloro-N-(4-chlorophenyl)-N-methylaniline

(E)-4-chloro-N-(4-chlorophenyl)-N-(1,2-diphenylbut-1-enyl)aniline

2-[4-(di-p-chlorophenylamino)phenyl]pyridine

Refernces

• 1、 Mukherjee, Aparajita,Basu, Semanti,Bhattacharya, Samaresh. "Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation". . . Retrieved 2019/11/11.
• 2、 Garreau, Marion,Le Vaillant, Franck,Waser, Jerome. "C-Terminal Bioconjugation of Peptides through Photoredox Catalyzed Decarboxylative Alkynylation". supporting information. p. 8182 - 8186. Retrieved 2019/05/21.