N-Cyclohexyl-N-phenylaniline

Base Information

• Chemical Name: N-Cyclohexyl-N-phenylaniline
• CAS No.: 4705-13-9
• Molecular Formula: C18H21N
• Molecular Weight: 251.371
• DSSTox Substance ID: DTXSID50565179
• Nikkaji Number: J1.872.714E
• Wikidata: Q82450137
• Mol file: 4705-13-9.mol

Synonyms:N-Cyclohexyl-N-phenylaniline;4705-13-9;cyclohexyl-N-phenylaniline;SCHEMBL616634;DTXSID50565179

Chemical Property of N-Cyclohexyl-N-phenylaniline

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 251.167399674
• Heavy Atom Count: 19
• Complexity: 226

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)N(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of N-Cyclohexyl-N-phenylaniline

There total 10 articles about N-Cyclohexyl-N-phenylaniline 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: 93.0%

bromobenzene (108-86-1,52753-63-6) + N-phenyl-2-cyclohexylamine (1821-36-9) → N-cyclohexyl-N-phenylaniline (4705-13-9)

Guidance literature:

With di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); sodium t-butanolate; In toluene; at 20 - 110 ℃;

DOI:10.1021/jo020609d

Reference yield: 91.0%

triphenylsulfonium trifluoromethanesulfonate (66003-78-9,130595-32-3,220122-79-2) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-N-phenylaniline (4705-13-9)

Guidance literature:

With potassium tert-butylate; In toluene; at 80 ℃; for 24h; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1002/chem.201802269

Reference yield: 85.0%

triphenylsulfonium trifluoromethanesulfonate (66003-78-9,130595-32-3,220122-79-2) + cyclohexylamine (108-91-8,157973-60-9) → N-phenyl-2-cyclohexylamine (1821-36-9) + N-cyclohexyl-N-phenylaniline (4705-13-9)

Guidance literature:

With potassium tert-butylate; In toluene; at 80 ℃; for 24h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

DOI:10.1002/chem.201802269

upstream raw materials:

iodobenzene

N-phenyl-2-cyclohexylamine

bromobenzene

cyclohexylamine

Refernces

• 1、 ?ahin, Neslihan,Dü?ünceli, Serpil Demir,?zdemir, ?smail. "Arylation of aniline and amines by Pd-(N-Heterocyclic carbene) complexes". . p. 1506 - 1517. Retrieved 2017/08/02.
• 2、 Matsumura, Takehiko,Nakada, Masahisa. "Direct reductive amination using triethylsilane and catalytic bismuth(III) chloride". . p. 1829 - 1834. Retrieved 2014/03/21.