N-(2,4,6-Trimethylbenzyl)aniline

Base Information

• Chemical Name: N-(2,4,6-Trimethylbenzyl)aniline
• CAS No.: 91475-77-3
• Molecular Formula: C₁₆H₁₉N
• Molecular Weight: 225.334
• European Community (EC) Number: 659-073-8
• Nikkaji Number: J598.254E
• Mol file: 91475-77-3.mol

Synonyms:N-(2,4,6-Trimethylbenzyl)aniline;N-(mesitylmethyl)-N-phenylamine;AKOS000222551

Chemical Property of N-(2,4,6-Trimethylbenzyl)aniline

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 225.151749610
• Heavy Atom Count: 17
• Complexity: 208

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of N-(2,4,6-Trimethylbenzyl)aniline

There total 7 articles about N-(2,4,6-Trimethylbenzyl)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: 97.0%

mesytaldehyde (487-68-3) + aniline (62-53-3) → N-(2,4,6-trimethylbenzyl)phenylamine (91475-77-3)

Guidance literature:

With zinc trifluoromethanesulfonate; In tetrahydrofuran; at 60 ℃; for 24h; chemoselective reaction;

DOI:10.1007/s10562-010-0463-4

Reference yield: 65.0%

mesityllithium (5806-59-7) + N-benzoimidazol-1-ylmethyl-aniline (63873-92-7) → N-(2,4,6-trimethylbenzyl)phenylamine (91475-77-3)

Guidance literature:

In tetrahydrofuran; at -70 - 0 ℃; for 1h;

DOI:10.1016/S0040-4039(01)81131-X

Reference yield: 53.0%

N-phenyl-1-(2,4,6-trimethylphenyl)methanimine (33629-91-3) → N-(2,4,6-trimethylbenzyl)phenylamine (91475-77-3)

Guidance literature:

With [Mn(CO)₃Br(κ²N,N-PyCH₂NH₂)]; potassium tert-butylate; isopropyl alcohol; at 80 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201900314

upstream raw materials:

2,4,6-trimethylbenzylbromide

aniline

mesityllithium

N-benzoimidazol-1-ylmethyl-aniline

Downstream raw materials:

[Pd(OAc)2(NHPh-CH₂-2,4,6-Me₃C₆H₂)2]