N,N-dibenzyl-4-methylaniline

Base Information

• Chemical Name: N,N-dibenzyl-4-methylaniline
• CAS No.: 5459-79-0
• Molecular Formula: C21H21N
• Molecular Weight: 287.404
• NSC Number: 6246
• DSSTox Substance ID: DTXSID20278123
• Nikkaji Number: J1.186.421J
• Wikidata: Q82009741
• ChEMBL ID: CHEMBL428901
• Mol file: 5459-79-0.mol

Synonyms:N,N-dibenzyl-4-methylaniline;NSC6246;5459-79-0;NSC-6246;dibenzyl-(p-tolyl)-amine;4-Methylphenyldibenzylamine;NCIStruc1_000314;NCIStruc2_000032;CHEMBL428901;SCHEMBL11136763;DTXSID20278123;NCI6246;ADAL1110511;NSC 6246;CCG-37753;NCGC00013070;NCGC00013070-02;NCGC00096194-01;NCI60_007459

Chemical Property of N,N-dibenzyl-4-methylaniline

Chemical Property:

• Vapor Pressure: 2.21E-08mmHg at 25°C
• Boiling Point: 452.6°Cat760mmHg
• Flash Point: 181.3°C
• Density: 1.084g/cm³
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 287.167399674
• Heavy Atom Count: 22
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N(CC2=CC=CC=C2)CC3=CC=CC=C3

Technology Process of N,N-dibenzyl-4-methylaniline

There total 23 articles about N,N-dibenzyl-4-methylaniline 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%

benzyl bromide (100-39-0) + p-toluidine (106-49-0,12221-03-3) → N,N-dibenzyl-4-methylbenzenamine (5459-79-0)

Guidance literature:

With sodium hydrogencarbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 0.5h; Heating; 3 equivalents of BzBr;

DOI:10.1016/S0040-4039(01)91065-2

Reference yield: 98.0%

para-chlorotoluene (106-43-4) + dibenzylamine (103-49-1) → N,N-dibenzyl-4-methylbenzenamine (5459-79-0)

Guidance literature:

With 5-(di-t-butylphosphanyl)-1-naphthalen-1-yl-1H-pyrazole; potassium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tert-Amyl alcohol; water; at 90 ℃;

DOI:10.1016/j.tetlet.2006.03.132

Reference yield: 97.0%

p-toluidine (106-49-0,12221-03-3) + benzyl chloride (100-44-7) → N,N-dibenzyl-4-methylbenzenamine (5459-79-0)

Guidance literature:

With silica copper(I) oxide; tetrabutylammomium bromide; potassium carbonate; In water; at 100 ℃; for 10h; Green chemistry;

DOI:10.1016/S1872-2067(14)60009-7

upstream raw materials:

p-toluidine

benzyl chloride

benzyl bromide

benzyl alcohol

Downstream raw materials:

3-benzyl-6-methylbenzo[d]thiazol-2(3H)-imine

N,N-dibenzyl-5-methylbiphenyl-2-amine

benzaldehyde

N-(4-methylphenyl)benzamide

Refernces

• 1、 Neerathilingam, Nalladhambi,Bhargava Reddy, Mandapati,Anandhan, Ramasamy. "Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines". supporting information. p. 15117 - 15127. Retrieved 2021/10/25.
• 2、 Li, Chao,Wan, Ke-Feng,Guo, Fu-Ya,Wu, Qian-Hui,Yuan, Mao-Lin,Li, Rui-Xiang,Fu, Hai-Yan,Zheng, Xue-Li,Chen, Hua. "Iridium-Catalyzed Alkylation of Amine and Nitrobenzene with Alcohol to Tertiary Amine under Base- and Solvent-Free Conditions". . p. 2158 - 2168. Retrieved 2019/05/16.