N-Benzylidene-p-toluidine

Base Information

• Chemical Name: N-Benzylidene-p-toluidine
• CAS No.: 2272-45-9
• Molecular Formula: C14H13N
• Molecular Weight: 195.264
• Hs Code.: 2925290090
• European Community (EC) Number: 218-879-6
• NSC Number: 95590
• DSSTox Substance ID: DTXSID10870953,DTXSID201247332
• Nikkaji Number: J29.998G
• ChEMBL ID: CHEMBL465293
• Mol file: 2272-45-9.mol

Synonyms:N-benzylidene-4-methylaniline;NBDMA

Chemical Property of N-Benzylidene-p-toluidine

Chemical Property:

• Appearance/Colour: yellow oily liquid or crystals
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 35°C
• Refractive Index: 1.546
• Boiling Point: 329.216 °C at 760 mmHg
• PKA: 3.62±0.30(Predicted)
• Flash Point: 145.001 °C
• PSA: 12.36000
• Density: 0.95 g/cm³
• LogP: 3.74560
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

(E)-N-Benzylidene-4-methylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of N-Benzylidene-p-toluidine

There total 76 articles about N-Benzylidene-p-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: 95.0%

p-toluidine (106-49-0,12221-03-3) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-N-(4-methylphenyl)amine (5405-15-2) + benzaldehyde (100-52-7) + benzal-p-toluidine (2272-45-9)

Guidance literature:

With PdAu alloy nanoparticles encapsulated inside MIL-100(Fe) cavities; In acetonitrile; for 24h; Irradiation; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1016/j.jcat.2018.02.033

Reference yield: 80.0%

p-toluidine (106-49-0,12221-03-3) + benzylamine (100-46-9) → N-benzylidene benzylamine (780-25-6) + benzal-p-toluidine (2272-45-9)

Guidance literature:

With [Et₃NH]2[Ru(2,6-pyridinedicarboxylate)Cl₃]; In neat (no solvent); at 100 ℃; for 12h;

DOI:10.1016/j.catcom.2016.03.019

Reference yield: 71.0%

benzaldehyde (100-52-7) + p-toluidine (106-49-0,12221-03-3) → N-benzyl-N-(4-methylphenyl)amine (5405-15-2) + benzal-p-toluidine (2272-45-9)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; In tetrahydrofuran; at 25 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.04.054

upstream raw materials:

3-(α-p-toluidino-benzyl)-pentane-2,4-dione

N-(2-bromo-2-nitro-1-phenyl-ethyl)-p-toluidine

benzaldehyde

p-toluidine

Downstream raw materials:

N-(phenyl-[2]pyridyl-methyl)-p-toluidine

3r,4t-diphenyl-1-p-tolyl-azetidin-2-one

N,N'-di-p-tolylbenzamidine

N-(4-methylphenyl)benzamidine

Refernces

• 1、 Qi, Ji,Oliver, Steven F.,Xiao, Wensong,Song, Licheng,Brands, Karel M. J.. "Development of a General Protocol to Prepare 2H-1,3-Benzoxazine Derivatives". . p. 1547 - 1556. Retrieved 2017.
• 2、 Low,Ulgen,Gorrod. "The recognition of a diarylimine as a metabonate produced during incubation of N-benzyl-4-chloroaniline with hepatic microsomal preparations". . p. 585 - 590. Retrieved 1994.
• 3、 Donthireddy,Pandey, Vipin K.,Rit, Arnab. "[(PPh3)2NiCl2]-Catalyzed C-N bond formation reaction via borrowing hydrogen strategy: Access to diverse secondary amines and quinolines". supporting information. p. 6994 - 7001. Retrieved 2021/06/09.
• 4、 Chen, Liyong,Fang, Qiang,Shen, Xiaoshuang,Tong, Jing,Wang, Jinfeng,Wang, Yao,Zhang, Hui. "One-Pot Synthesis of Schiff Bases by Defect-Induced TiO2- x-Catalyzed Tandem Transformation from Alcohols and Nitro Compounds". supporting information. p. 10715 - 10721. Retrieved 2021/07/26.