N-Benzylidene-m-toluidine

Base Information

• Chemical Name: N-Benzylidene-m-toluidine
• CAS No.: 5877-58-7
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.264
• European Community (EC) Number: 227-548-5
• DSSTox Substance ID: DTXSID40871150
• Nikkaji Number: J218.117G,J2.454.181I
• Mol file: 5877-58-7.mol

Synonyms:N-Benzylidene-m-toluidine;N-(3-methylphenyl)-1-phenylmethanimine;5877-58-7;EINECS 227-548-5;Benzylidene-(3-methylphenyl)-amine;Benzyliden-m-toluidin;N-Benzyliden-m-toluidin;N-Benzylidene-3-methylaniline;SCHEMBL11408315;SCHEMBL11421078;DTXSID40871150;N-[(E)-Benzylidene]-3-methylaniline;3-methyl-N-[(E)-phenylmethylidene]aniline;FT-0657330;A832016

Chemical Property of N-Benzylidene-m-toluidine

Chemical Property:

• Vapor Pressure: 0.000244mmHg at 25°C
• Melting Point: 31 °C
• Refractive Index: 1.545
• Boiling Point: 334.7 °C at 760 mmHg
• PKA: 3.33±0.50(Predicted)
• Flash Point: 148.4 °C
• PSA: 12.36000
• Density: 0.95 g/cm³
• LogP: 3.74560
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

N-(3-METHYLPHENYL)-1-PHENYLMETHANIMINE 95.00% ^*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

Technology Process of N-Benzylidene-m-toluidine

There total 15 articles about N-Benzylidene-m-toluidine 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: 98.0%

1-amino-3-methylbenzene (108-44-1) + benzyl alcohol (100-51-6,185532-71-2) → N-benzylidene-3-methylaniline (5877-58-7,34143-87-8)

Guidance literature:

With Au/Zn_0.02Al₂O₃; In toluene; at 60 ℃; for 8h; under 760.051 Torr;

DOI:10.1016/j.jcat.2019.07.027

Reference yield: 89.0%

benzaldehyde (100-52-7) + 1-amino-3-methylbenzene (108-44-1) → N-benzylidene-3-methylaniline (5877-58-7,34143-87-8)

Guidance literature:

In ethanol; benzene; for 24h; Heating; azeotropic removal of H₂O;

DOI:10.1039/b202793c

Reference yield: 68.0%

1-methyl-3-nitrobenzene (99-08-1) + benzyl alcohol (100-51-6,185532-71-2) → N-benzylidene-3-methylaniline (5877-58-7,34143-87-8)

Guidance literature:

With potassium phosphate monohydrate; trimethylamine-N-oxide; C₁₈H₂₇FeO₄Si₂; In toluene; at 140 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.0c02505

upstream raw materials:

benzaldehyde

1-amino-3-methylbenzene

benzyl alcohol

1-methyl-3-nitrobenzene

Downstream raw materials:

1-phenyl-1-m-toluidino-dodecan-3-one

N-benzyl-3-methylaniline

2,5-Diphenyl-1-m-tolyl-imidazolidin-4-one

2,5-diphenyl-1-m-tolyl-1,5-dihydro-imidazol-4-one

Refernces

• 1、 Wang, Kai,Wei, Tingting,Zhang, Yujia,Hou, Jiahao,Bai, Renren,Xie, Yuanyuan. "Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles". . p. 1787 - 1794. Retrieved 2021/03/14.
• 2、 Gülcan, Mehmet,Gumus, Ilkay,Karatas, Yasar,Ruzgar, Adem. "Highly efficient and selective one-pot tandem imine synthesis via amine-alcohol cross-coupling reaction catalysed by chromium-based MIL-101 supported Au nanoparticles". . . Retrieved 2021/01/09.