4-Chloro-N-(4-methylphenyl)aniline

Base Information

• Chemical Name: 4-Chloro-N-(4-methylphenyl)aniline
• CAS No.: 21648-16-8
• Molecular Formula: C13H12ClN
• Molecular Weight: 217.698
• DSSTox Substance ID: DTXSID80506090
• Nikkaji Number: J709.019F
• Wikidata: Q82361664
• Mol file: 21648-16-8.mol

Synonyms:21648-16-8;4-Chloro-N-(4-methylphenyl)aniline;4-Chloro-N-(p-tolyl)aniline;SCHEMBL11582160;DTXSID80506090

Chemical Property of 4-Chloro-N-(4-methylphenyl)aniline

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 217.0658271
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CC=C(C=C2)Cl

Technology Process of 4-Chloro-N-(4-methylphenyl)aniline

There total 19 articles about 4-Chloro-N-(4-methylphenyl)aniline 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) + p-toluidine (106-49-0,12221-03-3) → (4-chlorophenyl)(4-methylphenyl)amine (21648-16-8)

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: 96.0%

4-methylphenylboronic acid (5720-05-8) + 4-chloro-aniline (106-47-8) → (4-chlorophenyl)(4-methylphenyl)amine (21648-16-8)

Guidance literature:

With potassium fluoride; In dimethyl sulfoxide; at 130 ℃; for 2h; Inert atmosphere;

DOI:10.1007/s11164-019-03760-0

Reference yield: 91.0%

bromochlorobenzene (106-39-8) + p-toluidine (106-49-0,12221-03-3) → (4-chlorophenyl)(4-methylphenyl)amine (21648-16-8)

Guidance literature:

With potassium hydroxide; In water; at 60 ℃; for 14h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.9b02622

upstream raw materials:

1-Chloro-4-iodobenzene

4-tolyl iodide

para-bromotoluene

N-(4-chlorophenyl)acetamide

Downstream raw materials:

ethyl 5-chloro-1-(p-tolyl)-1,3-dihydrobenzo[c]isothiazole-3-carboxylate 2,2-dioxide

ethyl 1-(4-chlorophenyl)-5-methyl-1,3-dihydrobenzo[c]isothiazole-3-carboxylate 2,2-dioxide

ethyl 2-[N-(4-chlorophenyl)-N-(p-tolyl)sulfamoyl]-2-diazoacetate

ethyl 2-[N-(4-chlorophenyl)-N-(p-tolyl)sulfamoyl]acetate