4-chloro-N-[(4-methylphenyl)methyl]aniline

Base Information

• Chemical Name: 4-chloro-N-[(4-methylphenyl)methyl]aniline
• CAS No.: 73842-46-3
• Molecular Formula: C14H14ClN
• Molecular Weight: 231.725
• European Community (EC) Number: 652-079-1
• NSC Number: 158398
• DSSTox Substance ID: DTXSID40994979
• Nikkaji Number: J2.532.884A
• Wikidata: Q82986148
• ChEMBL ID: CHEMBL2296104
• Mol file: 73842-46-3.mol

Synonyms:4-chloro-n-(4-methylbenzyl)aniline;4-chloro-N-[(4-methylphenyl)methyl]aniline;73842-46-3;CHEMBL2296104;NSC158398;SCHEMBL6416118;DTXSID40994979;NEBOTWDYNFJHNQ-UHFFFAOYSA-N;4-chloro-N-(p-tolylmethyl)aniline;BDBM50489083;AKOS002630593;NSC-158398;(4-chlorophenyl)-(4-methylbenzyl)-amine;N-(4-CHLOROPHENYL)-4-METHYLBENZYLAMINE;A838083

Chemical Property of 4-chloro-N-[(4-methylphenyl)methyl]aniline

Chemical Property:

• Vapor Pressure: 1.29E-05mmHg at 25°C
• Boiling Point: 368.3°Cat760mmHg
• Flash Point: 176.5°C
• Density: 1.171g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 231.0814771
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CNC2=CC=C(C=C2)Cl

Technology Process of 4-chloro-N-[(4-methylphenyl)methyl]aniline

There total 12 articles about 4-chloro-N-[(4-methylphenyl)methyl]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: 99.0%

p-chloro-N-(p-methylbenzylidene)aniline (29574-09-2) → N-[(4-methylphenyl)methyl]-4-chloroaniline (73842-46-3)

Guidance literature:

With hydrogen; In ethyl acetate; at 25 ℃; for 12h; under 7600.51 Torr; chemoselective reaction; Autoclave;

DOI:10.1002/asia.201301184

Reference yield: 94.0%

C14H13ClN2O → N-[(4-methylphenyl)methyl]-4-chloroaniline (73842-46-3)

Guidance literature:

With triethylsilane; iodine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1002/adsc.201701047

Reference yield: 91.0%

4-Methylbenzyl alcohol (589-18-4) + 4-chloro-aniline (106-47-8) → N-[(4-methylphenyl)methyl]-4-chloroaniline (73842-46-3)

Guidance literature:

With sodium hydrogencarbonate; In toluene; at 110 ℃; for 48h; Inert atmosphere;

DOI:10.1002/adsc.201200732

upstream raw materials:

4-chlorophenyl p-toluenesulfonate

para-methylbenzylamine

fenson

chlorofensone

Downstream raw materials:

N¹,N⁴-bis(4-chlorophenyl)-N¹,N⁴-bis(4-methylbenzyl)fumaramide

Refernces

• 1、 Wu, Di,Bu, Qingqing,Guo, Cheng,Dai, Bin,Liu, Ning. "Cooperative catalysis of molybdenum with organocatalysts for distribution of products between amines and imines". . . Retrieved 2021/02/02.
• 2、 Xi, Zi-Wei,Yang, Lei,Wang, Dan-Yan,Pu, Chao-Dan,Shen, Yong-Miao,Wu, Chuan-De,Peng, Xiao-Gang. "Visible-Light Photocatalytic Synthesis of Amines from Imines via Transfer Hydrogenation Using Quantum Dots as Catalysts". . p. 11886 - 11895. Retrieved 2018/09/25.