4-(3-Phenylphenyl)aniline

Base Information

• Chemical Name: 4-(3-Phenylphenyl)aniline
• CAS No.: 5728-67-6
• Molecular Formula: C18H15N
• Molecular Weight: 245.324
• NSC Number: 506439
• DSSTox Substance ID: DTXSID60325423
• Wikidata: Q82085797
• Mol file: 5728-67-6.mol

Synonyms:4-(3-phenylphenyl)aniline;5728-67-6;[1,1':3',1''-Terphenyl]-4-amine;m-terphenyl-4-amine;NSC506439;4-Amino-m-terphenyl;SCHEMBL14565868;DTXSID60325423;MFCD20486763;NSC 506439;NSC-506439;EN300-1585811;AE-562/43458171

Chemical Property of 4-(3-Phenylphenyl)aniline

Chemical Property:

• Boiling Point: 421.2°Cat760mmHg
• Flash Point: 223.7°C
• Density: 1.103g/cm³
• 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: 261

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-(3-Phenylphenyl)aniline

There total 1 articles about 4-(3-Phenylphenyl)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: 65.0%

1,4-bromoiodobenzene (589-87-7) + 3-bromo-4’-aminobiphenyl (91394-64-8) → m-terphenyl-4-ylamine (5728-67-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; toluene; for 24h; Reflux;

Reference yield:

4-bromo-1,1'-biphenyl (92-66-0) + m-terphenyl-4-ylamine (5728-67-6) → N-([1,1’-biphenyl]-4-yl)-[1,1:3,1“-terphenyl]-4-amine (897671-66-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 20 ℃; for 16h; Inert atmosphere;

Reference yield:

m-terphenyl-4-ylamine (5728-67-6) → 8-([1,1'-biphenyl]-3-yl)-1-vinyl-1,2-dihydrobenzo[e][1,3,2]oxazaborolo[3,2-a][1,2]azaborinine

Guidance literature:

Multi-step reaction with 5 steps

1: N-Bromosuccinimide / dichloromethane / 1.1 h / 0 °C / Inert atmosphere

2: sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran; water / 2 h / 80 °C

3: hexane; toluene / -30 °C / Inert atmosphere; Reflux

4: diethyl ether / -30 - 20 °C

5: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / dichloromethane / 1 h / 20 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; sodium carbonate; triphenylphosphine; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene;

DOI:10.1002/anie.202113558

upstream raw materials:

1,4-bromoiodobenzene

3-bromo-4’-aminobiphenyl

Downstream raw materials:

N-m-terphenyl-4-yl-benzamide

4-iodo-[1,1':3',1]terphenyl

2-phenyltriphenylene

N-([1,1’-biphenyl]-4-yl)-[1,1:3,1“-terphenyl]-4-amine

Refernces