N,N-Dimethyl-4-biphenylamine

Base Information

• Chemical Name: N,N-Dimethyl-4-biphenylamine
• CAS No.: 1137-79-7
• Molecular Formula: C14H15 N
• Molecular Weight: 197.28
• Hs Code.: 2921499090
• NSC Number: 58064
• UNII: PLP3X8PS7V
• DSSTox Substance ID: DTXSID20150531
• Nikkaji Number: J36.107K
• Wikidata: Q27286626
• ChEMBL ID: CHEMBL83098
• Mol file: 1137-79-7.mol

Synonyms:4-Biphenylamine,N,N-dimethyl- (6CI,7CI,8CI); 4-(Dimethylamino)biphenyl;4-(N,N-Dimethylamino)biphenyl; 4-Biphenyldimethylamine;4-Dimethylamino-1,1'-biphenyl; 4-Phenyl-N,N-dimethylaniline;N,N-Dimethyl-4-aminobiphenyl; N,N-Dimethyl-4-phenylaniline;N,N-Dimethyl[1,1'-biphenyl]-4-amine; N,N-Dimethylbiphenyl-4-amine; NSC 58064

Chemical Property of N,N-Dimethyl-4-biphenylamine

Chemical Property:

• Vapor Pressure: 0.000214mmHg at 25°C
• Refractive Index: 1.6050 (estimate)
• Boiling Point: 326.6°Cat760mmHg
• Flash Point: 133°C
• PSA: 3.24000
• Density: 1.023g/cm³
• LogP: 3.41960
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.120449483
• Heavy Atom Count: 15
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C2=CC=CC=C2

Technology Process of N,N-Dimethyl-4-biphenylamine

There total 25 articles about N,N-Dimethyl-4-biphenylamine 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%

phenyltrimethylammonium iodide (98-04-4) + (4-(dimethylamino)phenyl)zinc(II) chloride (93296-10-7) → N,N-dimethyl-4-biphenylamine (1137-79-7) + N,N-dimethyl-aniline (121-69-7,77733-26-7)

Guidance literature:

With bis(tricyclohexylphosphine)nickel(II) dichloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 90 ℃; for 8h; Inert atmosphere;

DOI:10.1002/anie.201100683

Reference yield: 92.0%

4-bromo-N,N-dimethylaniline (586-77-6) + phenyl trimethylsiloxane (2996-92-1,46143-12-8) → N,N,N',N'-tetramethylbenzidine (366-29-0) + N,N-dimethyl-4-biphenylamine (1137-79-7)

Guidance literature:

With sodium hydroxide; [PdCl₂(P(3,4-(18-crown-6)-phenyl)2(C₆H₅))2]; at 140 ℃; for 5h;

DOI:10.1021/ol061221y

Reference yield: 70.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 4-bromo-1,1'-biphenyl (92-66-0) → biphenyl (92-52-4,1594-86-1) + N,N-dimethyl-4-biphenylamine (1137-79-7) + N,N-Dimethyl-2-naphthalen-2-yl-acetamide + N,N-Dimethyl-2,2-di-naphthalen-2-yl-acetamide

Guidance literature:

With (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one palladium(II) complex; potassium hexamethylsilazane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 100 ℃; for 2h; Product distribution; other palladium ligands;

DOI:10.1021/jo980611y

upstream raw materials:

bromobenzene

4-bromo-N,N-dimethylaniline

N,N-dimethylaniline N-oxide

sodium tetraphenyl borate

Downstream raw materials:

4-Methylbiphenyl

2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

C₂₄H₂₅NO

4-Dimethylamino-biphenyl-3-ol

Refernces

• 1、 Guizzardi,Mella,Fagnoni,Freccero,Albini. "Generation and reactivity of the 4-aminophenyl cation by photolysis of 4-chloroaniline". . p. 6353 - 6363. Retrieved 2001.
• 2、 Mizuno, Hidenori,Sakurai, Hidehiro,Amaya, Toru,Hirao, Toshikazu. "Oxovanadium(V)-catalyzed oxidative biaryl synthesis from organoborate under O2". . p. 5042 - 5044. Retrieved 2006.
• 3、 Chernenko, A. Yu.,Astakhov,Pasyukov,Dorovatovskii,Zubavichus, Ya. V.,Khrustalev,Chernyshev. "Pd-PEPPSI complexes based on 1,2,4-triazol-3-ylidene ligands as efficient catalysts in the Suzuki—Miyaura reaction". . p. 79 - 84. Retrieved 2018/04/27.
• 4、 Reznicek, Tomas,Dostal, Libor,Ruzicka, Ales,Kulhanek, Jiri,Bures, Filip,Jambor, Roman. "Palladium(II) complexes of Y,C,Y-chelated phosphines: Synthesis, structure, and catalytic activity in Suzuki-Miyaura reaction". experimental part. p. 173 - 179. Retrieved 2012/04/23.