2,6-Diphenylaniline

Base Information

• Chemical Name: 2,6-Diphenylaniline
• CAS No.: 87666-57-7
• Molecular Formula: C18H15N
• Molecular Weight: 245.324
• Hs Code.: 2921499090
• European Community (EC) Number: 804-369-6
• DSSTox Substance ID: DTXSID20451797
• Nikkaji Number: J695.402B
• Wikidata: Q82272023
• Mol file: 87666-57-7.mol

Synonyms:[1,1':3',1''-Terphenyl]-2'-amine;2,6-diphenylaniline;87666-57-7;2,6-Diphenylaniline, 99%;SCHEMBL1822460;DTXSID20451797;DSQMLISBVUTWJB-UHFFFAOYSA-N;AKOS015840529;BS-53037;CS-0122453;3-PHENYL-[1,1'-BIPHENYL]-2-AMINE;E76250

Chemical Property of 2,6-Diphenylaniline

Chemical Property:

• Melting Point: 85-86℃
• Boiling Point: 395.7±11.0 °C(Predicted)
• PKA: 3.03±0.10(Predicted)
• PSA: 26.02000
• Density: 1.103±0.06 g/cm3(Predicted)
• LogP: 5.18400
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 245.120449483
• Heavy Atom Count: 19
• Complexity: 237

Purity/Quality:

98% ^*data from raw suppliers

2,6-Diphenylaniline 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-37/38-41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

Useful:

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

Technology Process of 2,6-Diphenylaniline

There total 3 articles about 2,6-Diphenylaniline 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: 70.0%

2-phenylaniline (90-41-5) + chlorobenzene (108-90-7) → N-(2-biphenyl)aniline (35887-50-4) + 2,6-diphenylaniline (87666-57-7)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In diethyl ether; cyclohexane; at 50 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ol302875x

Reference yield: 5.0%

[1-(2,2-Dichloro-1-phenyl-cyclopropyl)-meth-(E)-ylidene]-(1-phenyl-ethyl)-amine (156021-09-9) → 2,6-diphenylaniline (87666-57-7) + 2,5-diphenyl-4-methylpyridine (156021-08-8)

Guidance literature:

In benzene; at 220 ℃;

DOI:10.1039/P19940000739

Reference yield:

2,6-(diphenyl)phenyl azide (877764-42-6) → 1-phenyl-9H-carbazole (104636-53-5) + 2,6-diphenylaniline (87666-57-7)

Guidance literature:

With C₃₆H₄₄BrN₄Ni₂; In ⁽²⁾H₈-toluene; at 80 ℃; for 72h; Reagent/catalyst; Inert atmosphere; Glovebox;

DOI:10.1021/acs.organomet.0c00504

upstream raw materials:

[1-(2,2-Dichloro-1-phenyl-cyclopropyl)-meth-(E)-ylidene]-(1-phenyl-ethyl)-amine

2-phenylaniline

chlorobenzene

2,6-(diphenyl)phenyl azide

Downstream raw materials:

2′-iodo-1,1′:3′,1″-terphenyl

1,3-diphenylbenzene

1,2,3-triphenylbenzene

3',6''-Diphenyl-o-quaterphenyl

Refernces

• 1、 Truong, Thanh,Daugulis, Olafs. "Direct intermolecular aniline ortho- arylation via benzyne intermediates". supporting information. p. 5964 - 5967. Retrieved 2013/02/22.