1-Phenyltriphenylene

Base Information

• Chemical Name: 1-Phenyltriphenylene
• CAS No.: 16291-40-0
• Molecular Formula: C24H16
• Molecular Weight: 304.391
• DSSTox Substance ID: DTXSID20365047
• Nikkaji Number: J1.555.715J
• Wikidata: Q82149404
• Mol file: 16291-40-0.mol

Synonyms:1-phenyltriphenylene;16291-40-0;phenylterphenylene;DTXSID20365047;AB-131/42301097

Chemical Property of 1-Phenyltriphenylene

Chemical Property:

• PSA: 0.00000
• LogP: 6.81320
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 304.125200510
• Heavy Atom Count: 24
• Complexity: 420

Purity/Quality:

99.90% ^*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=CC=CC3=C2C4=CC=CC=C4C5=CC=CC=C35

Technology Process of 1-Phenyltriphenylene

There total 28 articles about 1-Phenyltriphenylene 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: 95.0%

1-iodotriphenylene + phenylboronic acid (98-80-6) → 1-phenyltriphenylene (16291-40-0)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1039/d0gc04183a

Reference yield: 86.0%

2-iodobiphenyl (2113-51-1) → 1-phenyltriphenylene (16291-40-0)

Guidance literature:

With palladium diacetate; potassium hydrogencarbonate; In N,N-dimethyl acetamide; at 150 ℃; for 36h; Temperature; Reagent/catalyst; Solvent; Time; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201803603

Reference yield: 82.0%

4-bromo-1-methyl-1H-pyrazole (15803-02-8) + 2-Bromobiphenyl (2052-07-5) → 1-phenyltriphenylene (16291-40-0) + 1-methyl-1H-dibenzo[e,g]indazole

Guidance literature:

With palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate; In 1,4-dioxane; at 140 ℃; for 16h; Reagent/catalyst; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04545

upstream raw materials:

cis-1-(9-phenanthryl)-4-phenyl-1-buten-3-yne

2-iodobiphenyl

2,2'-diiodobiphenyl

2-iodo-1,1':2',1'':2'',1'''-quaterphenyl

Downstream raw materials:

Dibenzo[e,l]pyrene

Refernces

• 1、 -. "A novel compound, a method for preparing the same, and a negative active material for a redox flow battery including the new compound, and a redox flow battery comprising the same". Paragraph 0108-0113; 0114-0117; 0124-0126; 0127; 0133-0141. . Retrieved 2021/08/24.
• 2、 Jang, Jin Hyeok,Ahn, Seongmo,Park, Soo Eun,Kim, Soeun,Byon, Hye Ryung,Joo, Jung Min. "Synthesis of Redox-Active Phenanthrene-Fused Heteroarenes by Palladium-Catalyzed C-H Annulation". supporting information. p. 1280 - 1285. Retrieved 2020/02/28.