2-(4-Chlorophenyl)thiophene

Base Information

• Chemical Name: 2-(4-Chlorophenyl)thiophene
• CAS No.: 40133-23-1
• Molecular Formula: C10H7ClS
• Molecular Weight: 194.685
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20474946
• Nikkaji Number: J1.784.359A
• Wikidata: Q72457652
• Mol file: 40133-23-1.mol

Synonyms:2-(4-chlorophenyl)thiophene;40133-23-1;2-(4-Chloro-phenyl)-thiophene;SCHEMBL935142;DTXSID20474946;QJEWBNFDFWXRLR-UHFFFAOYSA-N;AMY22657;AKOS004118893;A6706;BB 0223636;FT-0659444

Chemical Property of 2-(4-Chlorophenyl)thiophene

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 83-84℃
• Refractive Index: 1.61
• Boiling Point: 285.559 °C at 760 mmHg
• Flash Point: 167.234 °C
• PSA: 28.24000
• Density: 1.247 g/cm³
• LogP: 4.06850
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 193.9956991
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC=C(C=C2)Cl

Technology Process of 2-(4-Chlorophenyl)thiophene

There total 46 articles about 2-(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: 99.0%

2-Iodothiophene (3437-95-4,149762-92-5) + 4-Chlorophenylboronic acid (1679-18-1) → 2-(4-chlorophenyl)thiophene (40133-23-1)

Guidance literature:

With potassium carbonate; [PS-PEG-adppp-Pd(η³-C3H5)]Cl; In water; at 50 ℃; for 12h;

DOI:10.1021/ol0264298

Reference yield: 98.0%

thiophene boronic acid (6165-68-0) + 1-Chloro-4-iodobenzene (637-87-6) → 2-(4-chlorophenyl)thiophene (40133-23-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 85 ℃; Inert atmosphere;

DOI:10.1002/anie.201203792

Reference yield: 97.0%

bromochlorobenzene (106-39-8) + thiophen-2-yl magnesium bromide (5713-61-1) → 2,2'-Bithiophene (492-97-7) + 2-(4-chlorophenyl)thiophene (40133-23-1)

Guidance literature:

With triphenylphosphine; Pd bipyridyl anchored nanosized mesoporous silica MCM-41; In tetrahydrofuran; for 36h; Heating;

DOI:10.1016/j.tet.2007.03.046

upstream raw materials:

thiophene

4-chloro-aniline

p-chlorobenzenediazonium tetrafluoroborate

2-Iodothiophene

Downstream raw materials:

5-(4-chlorophenyl)thiophene-2-carboxaldehyde

2-Chloromethyl-5-(4-chloro-phenyl)-thiophene

2-(5-(4-chlorophenyl)thiophen-2-yl)acetic acid

[5-(4-chloro-phenyl)-thiophen-2-yl]-methanol

Refernces

• 1、 Sun, Peng,Yang, Jiaojiao,Chen, Chunxia,Xie, Kaijun,Peng, Jinsong. "Synthesis of a Cellulosic Pd(salen)-Type Catalytic Complex as a Green and Recyclable Catalyst for Cross-Coupling Reactions". . p. 2900 - 2910. Retrieved 2020/03/31.
• 2、 Vardhanapu, Pavan K.,Ahmed, Jasimuddin,Jose, Anex,Shaw, Bikash Kumar,Sen, Tamal K.,Mathews, Amita A.,Mandal, Swadhin K.. "Phenalenyl Based Aluminum Compound for Catalytic C-H Arylation of Arene and Heteroarenes at Room Temperature". . p. 289 - 299. Retrieved 2019/01/10.