N-Benzyl-2,3,4,5,6-pentafluoroaniline

Base Information

• Chemical Name: N-Benzyl-2,3,4,5,6-pentafluoroaniline
• CAS No.: 36375-86-7
• Molecular Formula: C13H8F5N
• Molecular Weight: 273.205
• DSSTox Substance ID: DTXSID20558891
• Nikkaji Number: J270.446C
• Wikidata: Q82441358
• Mol file: 36375-86-7.mol

Synonyms:N-Benzyl-2,3,4,5,6-pentafluoroaniline;36375-86-7;DTXSID20558891;AKOS005853937

Chemical Property of N-Benzyl-2,3,4,5,6-pentafluoroaniline

Chemical Property:

• Melting Point: 148-150 °C
• Boiling Point: 284.9±40.0 °C(Predicted)
• PSA: 12.03000
• Density: 1.433±0.06 g/cm3(Predicted)
• LogP: 4.06720
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 273.05769007
• Heavy Atom Count: 19
• Complexity: 268

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=C(C(=C(C(=C2F)F)F)F)F

Technology Process of N-Benzyl-2,3,4,5,6-pentafluoroaniline

There total 10 articles about N-Benzyl-2,3,4,5,6-pentafluoroaniline 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: 92.0%

perfluorophenyl azide (1423-15-0) + toluene (108-88-3,15644-74-3,16713-13-6) → N-benzyl-2,3,4,5,6-pentafluoroaniline (36375-86-7)

Guidance literature:

With [Ru(4-F-TPP)(BIMe)₂]; In dichloromethane; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201309888

Reference yield: 91.0%

Hexafluorobenzene (392-56-3) + benzylamine (100-46-9) → N-benzyl-2,3,4,5,6-pentafluoroaniline (36375-86-7)

Guidance literature:

With potassium fluoride; In dimethyl sulfoxide; at 100 ℃;

Reference yield: 54.0%

2,3,4,5,6-pentafluoroaniline (771-60-8) + benzyl alcohol (100-51-6,185532-71-2) → N-(2,3,4,5,6-pentafluorophenyl)-1-phenylmethanimine (143896-70-2,63400-36-2) + N-benzyl-2,3,4,5,6-pentafluoroaniline (36375-86-7)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; 1-(2,2-dimethoxyethyl)-3-(propyl-3-sulfonate)benzimidazoluim; potassium tert-butylate; In neat (no solvent); at 120 ℃; for 24h; Schlenk technique; Sealed tube;

DOI:10.1016/j.catcom.2015.10.028

upstream raw materials:

perfluorophenyl azide

toluene

pentafluorophenyl nitrene

Hexafluorobenzene

Downstream raw materials:

2,3,4,5,6-pentafluoroaniline