5,12-Diphenyltetracene

Base Information

• Chemical Name: 5,12-Diphenyltetracene
• CAS No.: 27130-32-1
• Molecular Formula: C30H20
• Molecular Weight: 380.489
• NSC Number: 186208
• DSSTox Substance ID: DTXSID90307030
• Nikkaji Number: J927.866D
• Wikidata: Q82054354
• Mol file: 27130-32-1.mol

Synonyms:5,12-diphenyltetracene;27130-32-1;Naphthacene, 5,12-diphenyl-;NSC186208;DTXSID90307030;NSC-186208

Chemical Property of 5,12-Diphenyltetracene

Chemical Property:

• Vapor Pressure: 2.02E-11mmHg at 25°C
• Boiling Point: 546°Cat760mmHg
• Flash Point: 283°C
• Density: 1.18g/cm³
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 380.156500638
• Heavy Atom Count: 30
• Complexity: 502

Purity/Quality:

99.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=CC5=CC=CC=C5C=C42)C6=CC=CC=C6

Technology Process of 5,12-Diphenyltetracene

There total 30 articles about 5,12-Diphenyltetracene 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%

5-bromo-12-phenyltetracene (57244-41-4) + phenylboronic acid (98-80-6) → 6,11-diphenylnaphthacene (27130-32-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 7h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.7b01519

Reference yield: 90.0%

11,1'-(1,2-phenylene)bis(3-phenylprop-2-yne-1,1-diyl)dimethyl dicarbonate + phenylboronic acid (98-80-6) → 6,11-diphenylnaphthacene (27130-32-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 2.5h; Inert atmosphere;

DOI:10.1039/c2cc36700a

Reference yield: 86.8%

1,8-Diphenyl-4,5:9,10-dibenzo-11,12-dioxa-4,9-tetracyclo<6.2.1.13.602,7>dodecadiene (55240-76-1,55297-77-3,103238-85-3) → 6,11-diphenylnaphthacene (27130-32-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 80 ℃; for 1.5h;

DOI:10.1039/c5cc00077g

upstream raw materials:

5,12-naphthacenequinone

5,12-dichloro-6,11-diphenyltetracene

6,11-diphenyl-1,2,3,4-tetrahydro-naphthacene

5,12-diphenyl-5,12-dihydro-naphthacene-5,12-diol

Downstream raw materials:

6,11-diphenyl-5,12-dihydro-5,12-ethano-naphthacene-13,14-dicarboxylic acid-anhydride

5,6:11,12-di-o-phenylene-tetracene

phenyl-9 indeno(1,2,3 f-g)naphtacene

5,12-diphenyl-5,12-dihydro-naphthacene

Refernces

• 1、 -. "And four bonzene and pentacene synthetic method of compound". . . Retrieved 2016/10/10.
• 2、 Eda, Shohei,Eguchi, Fumiaki,Haneda, Hiroshi,Hamura, Toshiyuki. "A new synthetic route to substituted tetracenes and pentacenes via stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran". supporting information. p. 5963 - 5966. Retrieved 2015/03/30.