N,N-dibenzyl-3-methylaniline

Base Information

• Chemical Name: N,N-dibenzyl-3-methylaniline
• CAS No.: 55197-79-0
• Molecular Formula: C21H21N
• Molecular Weight: 287.404
• DSSTox Substance ID: DTXSID70397116
• Nikkaji Number: J29.593K
• Mol file: 55197-79-0.mol

Synonyms:N,N-dibenzyl-3-methylaniline;55197-79-0;N,N-Dibenzyl-m-toluidine;SCHEMBL3979580;Benzenemethanamine, N-(3-methylphenyl)-N-(phenylmethyl)-;DTXSID70397116;ADAL1085953

Chemical Property of N,N-dibenzyl-3-methylaniline

Chemical Property:

• PSA: 3.24000
• LogP: 5.20180
• 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: 281

Purity/Quality:

N,N-Dibenzyl-3-methylaniline 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-dibenzyl-3-methylaniline

There total 10 articles about N,N-dibenzyl-3-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: 96.0%

benzyl bromide (100-39-0) + 1-amino-3-methylbenzene (108-44-1) → N,N-dibenzyl-3-methylbenzenamine (55197-79-0)

Guidance literature:

With sodium dodecyl-sulfate; sodium hydrogencarbonate; In water; at 80 ℃; for 1h;

DOI:10.1002/ejoc.200600937

Reference yield: 92.0%

benzyl chloride (100-44-7) + 1-amino-3-methylbenzene (108-44-1) → N,N-dibenzyl-3-methylbenzenamine (55197-79-0)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1021/jm00161a020

Reference yield: 90.0%

1-amino-3-methylbenzene (108-44-1) + benzyl alcohol (100-51-6,185532-71-2) → N,N-dibenzyl-3-methylbenzenamine (55197-79-0)

Guidance literature:

With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; In 1,2,4-Trimethylbenzene; at 160 ℃; for 15h; Inert atmosphere;

DOI:10.1002/chem.201102446

upstream raw materials:

benzyl chloride

1-amino-3-methylbenzene

benzyl bromide

2-methylchlorobenzene

Downstream raw materials:

N,N,N',N'-tetrabenzyl-2,2'-dimethyl-[1,1'-biphenyl]-4,4'-diamine

N,N-dibenzyl-2-methylbiphenyl-4-amine

4-amino-5-bromo-2,α-dimethylphenethylamine

4-(2-Amino-2-methyl-propyl)-3-methyl-phenylamine

Refernces

• 1、 Fukami, Yutaro,Wada, Takamasa,Meguro, Tatsuhiko,Chida, Noritaka,Sato, Takaaki. "Copper-catalyzed electrophilic amination using: N -methoxyamines". supporting information. p. 5486 - 5489. Retrieved 2016/07/06.
• 2、 Wang, Jiayi,Li, Pinzhen,Shen, Qiaoying,Song, Gonghua. "Concise synthesis of aromatic tertiary amines via a double Petasis-borono Mannich reaction of aromatic amines, formaldehyde, and organoboronic acids". supporting information. p. 3888 - 3891. Retrieved 2014/07/08.