9-(Phenylsulfanyl)anthracene

Base Information

• Chemical Name: 9-(Phenylsulfanyl)anthracene
• CAS No.: 74851-75-5
• Molecular Formula: C20H14S
• Molecular Weight: 286.397
• DSSTox Substance ID: DTXSID50501815
• Nikkaji Number: J402.265C
• Wikidata: Q82354439
• Mol file: 74851-75-5.mol

Synonyms:9-(PHENYLSULFANYL)ANTHRACENE;74851-75-5;SCHEMBL3284288;DTXSID50501815

Chemical Property of 9-(Phenylsulfanyl)anthracene

Chemical Property:

• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 286.08162162
• Heavy Atom Count: 21
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=C3C=CC=CC3=CC4=CC=CC=C42

Technology Process of 9-(Phenylsulfanyl)anthracene

There total 17 articles about 9-(Phenylsulfanyl)anthracene 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%

9-Bromoanthracene (1564-64-3) + sodium thiophenolate (930-69-8) → phenyl 9-anthryl sulfide (74851-75-5)

Guidance literature:

With copper(l) iodide; In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 0.75h; Microwave irradiation;

DOI:10.1016/j.tet.2009.01.029

Reference yield: 89.0%

9-Bromoanthracene (1564-64-3) + thiophenol (108-98-5) → phenyl 9-anthryl sulfide (74851-75-5)

Guidance literature:

thiophenol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

9-Bromoanthracene; With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); In tetrahydrofuran; toluene; at 60 ℃; for 10h; Inert atmosphere;

DOI:10.1002/anie.201806036

Reference yield: 74.0%

9-methoxyanthracene (2395-96-2,34516-97-7,84367-94-2) + thiophenol (108-98-5) → phenyl 9-anthryl sulfide (74851-75-5)

Guidance literature:

With methanesulfonic acid; In benzene; for 15h; Heating;

DOI:10.1021/jo00164a034

upstream raw materials:

anthracene

thiophenol

9-Bromoanthracene

diphenyldisulfane

Downstream raw materials:

10-(phenylthio)-9-methylanthracene

10-(phenylthio)-9-bromoanthracene

Refernces

• 1、 Chan, Shiuh-Chuan,Jang, Jing-Pei,Cherng, Yie-Jia. "Microwave-assisted synthesis of substituted phenanthrenes, anthracenes, acenaphthenes, and fluorenes". experimental part. p. 1977 - 1981. Retrieved 2009/08/08.
• 2、 Baumgarner, Charles D.,Malen, Alyssa H.,Pastor, Stephen D.,NabiRahni, M. Ali. "The Reaction of 9-Bromoanthracene with Benzenethiolate Anion in Tetraglyme: Evidence against a Competing Electron-Transfer Mechanism". . p. 480 - 486. Retrieved 2007/10/02.