4-tert-butyl-N-phenylaniline

Base Information

• Chemical Name: 4-tert-butyl-N-phenylaniline
• CAS No.: 4496-49-5
• Molecular Formula: C16H19N
• Molecular Weight: 225.334
• Hs Code.: 2921440000
• UNII: J0424V222U
• DSSTox Substance ID: DTXSID30466175
• Nikkaji Number: J153.104B
• Wikidata: Q27896157
• Mol file: 4496-49-5.mol

Synonyms:4-tert-butyl-N-phenylaniline;4496-49-5;4-tert-butyldiphenylamine;4-(tert-Butyl)-N-phenylaniline;(4-tert-Butyl-phenyl)-phenyl-amine;Benzenamine, 4-(1,1-dimethylethyl)-N-phenyl-;N-(4-tert-butylphenyl)aniline;MFCD00443884;J0424V222U;p-t-butyldiphenylamine;4-tert-butyl-phenylaniline;4-tert-butylphenylphenylamine;SCHEMBL502030;N-phenyl-p-tertiarybutylaniline;(4-tert-butylphenyl)phenylamine;UNII-J0424V222U;DTXSID30466175;UOMXLEWVJZEVGP-UHFFFAOYSA-N;AKOS015965835;GS-5448;SB80386;AC-20800;SY019514;CS-0154896;A872442;Q27896157;(4-tert-Butylphenyl)phenylamine;4-tert-Butyl-N-phenylaniline;N-(4-tert-Butylphenyl)aniline

Chemical Property of 4-tert-butyl-N-phenylaniline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 338.653 °C at 760 mmHg
• Flash Point: 162.957 °C
• PSA: 12.03000
• Density: 1.014 g/cm³
• LogP: 4.80070
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 225.151749610
• Heavy Atom Count: 17
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

4-tert-Butyl-N-phenylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)NC2=CC=CC=C2
• Uses: 4-tert-Butyl-N-phenylaniline may be useful in the synthetic preparation of amines via Buchwald-Hartwig amination reaction of aryl thioethers.

Technology Process of 4-tert-butyl-N-phenylaniline

There total 41 articles about 4-tert-butyl-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: 99.0%

4-tert-butylphenyl mesylate (59970-38-6) + aniline (62-53-3) → 4-tert-butyldiphenylamine (4496-49-5)

Guidance literature:

With water; potassium carbonate; palladium diacetate; dicyclohexyl[3,6-dimethoxy-2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine; In tert-butyl alcohol; at 110 ℃; for 4h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 99.0%

1-bromo-4-tert-butylbenzene (3972-65-4) + aniline (62-53-3) → 4-tert-butyldiphenylamine (4496-49-5)

Guidance literature:

With palladium diacetate; P(i-BuNCH₂CH₂)3N; sodium t-butanolate; In toluene; at 80 ℃;

DOI:10.1021/jo0205309

Reference yield: 99.0%

tri-p-tert-butylphenol phosphate ester (78-33-1) + aniline (62-53-3) → 4-tert-butyldiphenylamine (4496-49-5)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate; In neat (no solvent); at 130 ℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.9b00703

upstream raw materials:

tertiary butyl chloride

diphenylamine

tert-butyl alcohol

2-(4-tert-butylphenylamino)benzoic acid

Downstream raw materials:

C₁₆H₁₈N

3-(1,1-dimethylethyl)-9H-carbazole

Refernces

• 1、 Semeniuchenko, Volodymyr,Sharif, Sepideh,Day, Jonathan,Chandrasoma, Nalin,Pietro, William J.,Manthorpe, Jeffrey,Braje, Wilfried M.,Organ, Michael G.. "(DiMeIHeptCl)Pd: A Low-Load Catalyst for Solvent-Free (Melt) Amination". . p. 10343 - 10359. Retrieved 2021/07/31.
• 2、 Walker, Benjamin R.,Manabe, Shuhei,Brusoe, Andrew T.,Sevov, Christo S.. "Mediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions". supporting information. p. 6257 - 6265. Retrieved 2021/05/07.