N-benzyl-3-methylaniline

Base Information

• Chemical Name: N-benzyl-3-methylaniline
• CAS No.: 5405-17-4
• Molecular Formula: C14H15 N
• Molecular Weight: 197.28
• Hs Code.: 2921430090
• NSC Number: 8085
• DSSTox Substance ID: DTXSID60968879
• Nikkaji Number: J29.924C
• Wikidata: Q82951798
• ChEMBL ID: CHEMBL1336530
• Mol file: 5405-17-4.mol

Synonyms:N-benzyl-3-methylaniline;n-benzyl-m-toluidine;5405-17-4;NSC8085;N-Benzyl-m-toluidin;N-(3-tolyl)benzylamine;MLS000771435;SCHEMBL259701;N-3-methylphenyl-N-benzylamine;CHEMBL1336530;3-methyl-N-(phenylmethyl)aniline;DTXSID60968879;HMS2750I03;N-(3-methylphenyl)-N-benzylamine;N-benzyl-N-(3-methylphenyl)amine;NSC-8085;N-(3-Methylphenyl)benzenemethanamine;AKOS000223207;SMR000376832;CS-0247015;FT-0659803;EN300-35296;Z57046238

Chemical Property of N-benzyl-3-methylaniline

Chemical Property:

• Vapor Pressure: 1.06E-17mmHg at 25°C
• Melting Point: 160-170 °C
• Refractive Index: 1.5845
• Boiling Point: 312°Cat760mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 157°C
• PSA: 12.03000
• Density: 1.061g/cm³
• LogP: 3.68010
• XLogP3: 3.5
• 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:

99% ^*data from raw suppliers

Benzenemethanamine,N-(3-methylphenyl)- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NCC2=CC=CC=C2

Technology Process of N-benzyl-3-methylaniline

There total 28 articles about N-benzyl-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: 99.0%

1-amino-3-methylbenzene (108-44-1) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-3-methylaniline (5405-17-4)

Guidance literature:

With 2,2,2-trifluoroethanol; chloro-(pentamethylcyclopentadienyl)-{5-methoxy-2-{1-[(4-methoxyphenyl)imino-N]ethyl}phenyl-C}-iridium(lll); potassium carbonate; at 100 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201501109

Reference yield: 99.0%

m-tolylboronic acid (17933-03-8) + N-benzyl hydroxylalmine (622-30-0) → N-benzyl-3-methylaniline (5405-17-4)

Guidance literature:

With trichloroacetonitrile; In tert-butyl alcohol; at 28 ℃;

DOI:10.1002/anie.201802782

Reference yield: 96.0%

benzaldehyde (100-52-7) + 1-amino-3-methylbenzene (108-44-1) → N-benzyl-3-methylaniline (5405-17-4)

Guidance literature:

With hydrogen; In toluene; at 60 ℃; for 8h; under 7500.75 Torr; Autoclave;

DOI:10.1002/cjoc.201600903

upstream raw materials:

N-benzylidene-3-methylaniline

1-amino-3-methylbenzene

benzyl alcohol

1-azido-3-methylbenzene

Downstream raw materials:

N⁴,N^4'-dibenzyl-2,2'-dimethyl-[1,1'-biphenyl]-4,4'-diamine

Methandisulfonsaeure-bis-(m-tolyl-benzylamid)

diethyl benzyl(m-tolyl)phosphoramidate

N-benzyl-2-chloro-N-(m-tolyl)acetamide

Refernces

• 1、 Lin, Yamei,Lu, Guo-Ping,Shan, Hongbin,Wang, Pengcheng,Zhang, Kai,Zhong, Qin,Zhou, Baojing. "A Fe single atom on N,S-doped carbon catalyst for performing N-alkylation of aromatic amines under solvent-free conditions". supporting information. p. 25128 - 25135. Retrieved 2021/11/26.
• 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.