N,N-Diphenyl-4-(trifluoromethyl)aniline

Base Information

• Chemical Name: N,N-Diphenyl-4-(trifluoromethyl)aniline
• CAS No.: 36809-32-2
• Molecular Formula: C19H14F3N
• Molecular Weight: 313.322
• DSSTox Substance ID: DTXSID601263584
• Nikkaji Number: J2.506.802E
• Mol file: 36809-32-2.mol

Synonyms:N,N-Diphenyl-4-(trifluoromethyl)aniline;SCHEMBL9231291;MISRTBIQANMLMW-UHFFFAOYSA-N;DTXSID601263584;36809-32-2;N,N-Diphenyl-4-(trifluoromethyl)benzenamine

Chemical Property of N,N-Diphenyl-4-(trifluoromethyl)aniline

Chemical Property:

• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 313.10783394
• Heavy Atom Count: 23
• Complexity: 330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)C(F)(F)F

Technology Process of N,N-Diphenyl-4-(trifluoromethyl)aniline

There total 11 articles about N,N-Diphenyl-4-(trifluoromethyl)aniline 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%

diphenylamine (122-39-4) + 4-chlorobenzotrifluoride (98-56-6) → N-(4-trifluoromethylphenyl)-N-methylaniline (36809-32-2)

Guidance literature:

With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; P(i-BuNCH₂CH₂)3N; In toluene; at 100 ℃; for 20h;

DOI:10.1021/jo048716q

Reference yield: 98.0%

p-trifluoromethylphenyl bromide (402-43-7) + N-(trimethylsilyl)-diphenylamine (17425-91-1) → N-(4-trifluoromethylphenyl)-N-methylaniline (36809-32-2)

Guidance literature:

With cesium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; XPhos; at 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1246/cl.131075

Reference yield: 98.0%

p-trifluoromethylphenyl bromide (402-43-7) + diphenylamine (122-39-4) → N-(4-trifluoromethylphenyl)-N-methylaniline (36809-32-2)

Guidance literature:

With C₃₆H₇₈N₈P₂Pd; sodium t-butanolate; In toluene; at 80 ℃; for 16h; Reagent/catalyst; Glovebox; Inert atmosphere;

DOI:10.1021/acs.organomet.8b00453

upstream raw materials:

4-Iodobenzotrifluoride

N-phenyl-1-naphthylamine

iodobenzene

diphenylamine

Downstream raw materials:

4-bromo-N-(4-bromophenyl)-N-(4-(trifluoromethyl)phenyl)aniline

N,N-bis-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-(p-trifluoromethyl)aniline

Refernces

• 1、 -. "DIARYL AMINE COMPOUND AND METHOD FOR PRODUCING THE SAME". Paragraph 0218; 0247-0249. . Retrieved 2021/03/16.
• 2、 Arrechea, Pedro Luis,Buchwald, Stephen L.. "Biaryl Phosphine Based Pd(II) Amido Complexes: The Effect of Ligand Structure on Reductive Elimination". supporting information. p. 12486 - 12493. Retrieved 2016/10/07.