1,3-Bis-(1-naphthyl)-5-(2-naphthyl)benzene

Base Information

• Chemical Name: 1,3-Bis-(1-naphthyl)-5-(2-naphthyl)benzene
• CAS No.: 173678-08-5
• Molecular Formula: C36H24
• DSSTox Substance ID: DTXSID70573135
• Nikkaji Number: J786.369A
• Wikidata: Q82461728
• Mol file: 173678-08-5.mol

Synonyms:1,3-bis-(1-naphthyl)-5-(2-naphthyl)benzene;1,3-TNB

Chemical Property of 1,3-Bis-(1-naphthyl)-5-(2-naphthyl)benzene

Chemical Property:

• Vapor Pressure: 2.35E-15mmHg at 25°C
• XLogP3: 10.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 456.187800766
• Heavy Atom Count: 36
• Complexity: 667

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C3=CC(=CC(=C3)C4=CC=CC5=CC=CC=C54)C6=CC=CC7=CC=CC=C76

Technology Process of 1,3-Bis-(1-naphthyl)-5-(2-naphthyl)benzene

There total 3 articles about 1,3-Bis-(1-naphthyl)-5-(2-naphthyl)benzene 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: 50.0%

1,3-dibromo-5-(2-naphthyl)benzene (173678-11-0) + 1-Naphthylboronic acid (13922-41-3) → 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene (173678-08-5)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; at 85 ℃; for 20h;

DOI:10.1021/jo701921m

Reference yield:

1,1'-(5-chloro-1,3-phenylene)dinaphthalene + naphthalene-2-boronic acid (32316-92-0) → 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene (173678-08-5)

Guidance literature:

With potassium phosphate; palladium diacetate; DavePhos; In tetrahydrofuran; water; at 50 ℃;

DOI:10.1039/c5sm01044f

Reference yield:

1-bromo-3-chloro-5-iodobenzene (13101-40-1) → 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene (173678-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 90 °C

2: palladium diacetate; DavePhos; potassium phosphate / water; tetrahydrofuran / 50 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; sodium carbonate; DavePhos; In tetrahydrofuran; ethanol; water; toluene; 1: |Suzuki Coupling;

DOI:10.1039/c5sm01044f

upstream raw materials:

1,3-dibromo-5-(2-naphthyl)benzene

1-Naphthylboronic acid

naphthalene-2-boronic acid

1-bromo-3-chloro-5-iodobenzene

Refernces

• 1、 Bonvallet, Paul A.,Breitkreuz, Caroline J.,Yong, Seol Kim,Todd, Eric M.,Traynor, Katherine,Fry, Charles G.,Ediger,McMahon, Robert J.. "Organic glass-forming materials: 1,3,5-Tris(naphthyl)benzene derivatives". . p. 10051 - 10057. Retrieved 2008/04/05.