2,5-Bis(4-chlorophenyl)thiophene

Base Information

• Chemical Name: 2,5-Bis(4-chlorophenyl)thiophene
• CAS No.: 82366-97-0
• Molecular Formula: C16H10Cl2S
• Molecular Weight: 305.227
• DSSTox Substance ID: DTXSID80393922
• Nikkaji Number: J463.136F
• Wikidata: Q82192982
• Mol file: 82366-97-0.mol

Synonyms:2,5-bis(4-chlorophenyl)thiophene;2,5-BIS-(4-CHLORO-PHENYL)-THIOPHENE;82366-97-0;Thiophene, 2,5-bis(4-chlorophenyl)-;SCHEMBL18188060;DTXSID80393922;AKOS024325833

Chemical Property of 2,5-Bis(4-chlorophenyl)thiophene

Chemical Property:

• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 303.9880269
• Heavy Atom Count: 19
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(S2)C3=CC=C(C=C3)Cl)Cl

Technology Process of 2,5-Bis(4-chlorophenyl)thiophene

There total 8 articles about 2,5-Bis(4-chlorophenyl)thiophene 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: 77.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + bromochlorobenzene (106-39-8) → 2,5-Bis(p-chlorophenyl)thiophene (82366-97-0)

Guidance literature:

With potassium carbonate; Trimethylacetic acid; In N,N-dimethyl acetamide; at 140 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.202000742

Reference yield: 75.0%

1,4-bis(4-chlorophenyl)buta-1,3-diyne (51118-06-0) → 2,5-Bis(p-chlorophenyl)thiophene (82366-97-0)

Guidance literature:

With sulfur; sodium t-butanolate; In N,N-dimethyl-formamide; at 25 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol503015b

Reference yield: 71.0%

1-(bromoethynyl)-4-chlorobenzene (33491-03-1) → 2,5-Bis(p-chlorophenyl)thiophene (82366-97-0)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 70 ℃; for 6h; regioselective reaction;

DOI:10.1021/jo300692d

upstream raw materials:

thiophene

4-chloro-aniline

2,5-Bis-(4-chloro-phenyl)-[1,4]dithiine 1,1-dioxide

1-Chloro-4-iodobenzene

Refernces

• 1、 -. "Method for catalyzing terminal alkene and powdered sulfur with copper to react in water phase to generate thiophene ring". Paragraph 0004; 0022. . Retrieved 2016/10/10.
• 2、 Jiang, Huanfeng,Zeng, Wei,Li, Yibiao,Wu, Wanqing,Huang, Liangbing,Fu, Wei. "Copper(I)-catalyzed synthesis of 2,5-disubstituted furans and thiophenes from haloalkynes or 1,3-diynes". scheme or table. p. 5179 - 5183. Retrieved 2012/07/03.