N-Benzyl-o-toluidine

Base Information

• Chemical Name: N-Benzyl-o-toluidine
• CAS No.: 5405-13-0
• Molecular Formula: C14H15 N
• Molecular Weight: 197.28
• Hs Code.: 2921430090
• European Community (EC) Number: 226-454-1
• NSC Number: 8083
• UNII: N82T6X6QUJ
• DSSTox Substance ID: DTXSID50202375
• Nikkaji Number: J217.965B
• Wikidata: Q83075650
• Mol file: 5405-13-0.mol

Synonyms:N-Benzyl-o-toluidine;N-benzyl-2-methylaniline;5405-13-0;o-Toluidine, N-benzyl-;Benzenemethanamine, N-(2-methylphenyl)-;N-(o-tolyl)benzylamine;N-(2-tolyl)benzylamine;N82T6X6QUJ;N-(o-Methylphenyl)benzylamine;N-benzyl-N-(2-methylphenyl)amine;NSC-8083;EINECS 226-454-1;N-(2-Methylphenyl)benzenemethanamine;Tolyl-benzyl-amin;NSC8083;N-o-Tolylbenzylamine;Benzenemethanamine,N-(2-methylphenyl)-;UNII-N82T6X6QUJ;N-Benzyl-2-methylbenzenamine;SCHEMBL3440796;DTXSID50202375;NSC 8083;AKOS000241813;CS-0281975;EN300-1703879

Chemical Property of N-Benzyl-o-toluidine

Chemical Property:

• Vapor Pressure: 0.000986mmHg at 25°C
• Melting Point: 60°C
• Refractive Index: 1.5861
• Boiling Point: 302.5°Cat760mmHg
• PKA: 3.77±0.10(Predicted)
• Flash Point: 156.3°C
• PSA: 12.03000
• Density: 1.061g/cm³
• LogP: 3.68010
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 197.120449483
• Heavy Atom Count: 15
• Complexity: 172

Purity/Quality:

98%min ^*data from raw suppliers

Benzenemethanamine,N-(2-methylphenyl)- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1NCC2=CC=CC=C2

Technology Process of N-Benzyl-o-toluidine

There total 48 articles about N-Benzyl-o-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: 100.0%

N-((E)-benzylidene)-o-toluidine (34143-86-7) → N-benzyl-2-methylaniline (5405-13-0)

Guidance literature:

With hydrogen; β-cyclodextrin/Pd; In water; at 25 ℃; for 1h; under 15001.2 Torr;

DOI:10.1039/b502181b

Reference yield: 97.0%

ortho-methylphenyl iodide (615-37-2) + benzylamine (100-46-9) → N-benzyl-2-methylaniline (5405-13-0)

Guidance literature:

With potassium tert-butylate; C₅₀H₇₅ClP₂Pd; In tetrahydrofuran; at 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201905535

Reference yield: 96.0%

2-methylchlorobenzene (95-49-8) + benzylamine (100-46-9) → N-benzyl-2-methylaniline (5405-13-0)

Guidance literature:

With C₃₃H₄₀ClN₃O₂Pd; potassium tert-butylate; In toluene; at 150 ℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1016/j.tet.2017.11.026

upstream raw materials:

N-benzylidene-2-methylaniline

benzaldehyde

o-toluidine

benzyl chloride

Downstream raw materials:

N-ethyl-N-benzyl-o-toluidine

3-(N-Benzyl-2-methylanilino)-4-chlor-3-cyclobuten-1,2-dion

N⁴,N⁴,N^4',N^4'-tetrabenzyl-3,3'-dimethyl-[1,1'-biphenyl]-4,4'-diamine

N⁴,N^4'-dibenzyl-3,3'-dimethyl-[1,1'-biphenyl]-4,4'-diamine

Refernces

• 1、 Lan, Xiao-Bing,Ye, Zongren,Yang, Chenhui,Li, Weikang,Liu, Jiahao,Huang, Ming,Liu, Yan,Ke, Zhuofeng. "Tungsten-Catalyzed Direct N-Alkylation of Anilines with Alcohols". . p. 860 - 865. Retrieved 2021/01/18.
• 2、 Wu, Peng-Yu,Lu, Guo-Ping,Cai, Chun. "Synthesis of an Fe-Pd bimetallic catalyst for: N -alkylation of amines with alcohols via a hydrogen auto-transfer methodology". . p. 396 - 404. Retrieved 2021/01/28.