2-(4-Bromophenyl)thiophene

Base Information

• Chemical Name: 2-(4-Bromophenyl)thiophene
• CAS No.: 40133-22-0
• Molecular Formula: C10H7BrS
• Molecular Weight: 239.136
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20426985
• Nikkaji Number: J1.308.111E
• Wikidata: Q82239765
• Mol file: 40133-22-0.mol

Synonyms:2-(4-Bromophenyl)thiophene;40133-22-0;Thiophene, 2-(4-bromophenyl)-;2-(p-bromophenyl)thiophene;2-(4-bromo-phenyl)-thiophene;SCHEMBL1310724;DTXSID20426985;XKOJJKOSNQXQGP-UHFFFAOYSA-N;2-(4-Bromophenyl)thiophene, 97%;MFCD05664340;AKOS005067258;AS-5358;B5106;CS-0063837;FT-0639612;EN300-745711;F50647;A824926;J-505923

Chemical Property of 2-(4-Bromophenyl)thiophene

Chemical Property:

• Vapor Pressure: 0.00135mmHg at 25°C
• Melting Point: 95-99 °C(lit.)
• Refractive Index: 1.628
• Boiling Point: 307 °C at 760 mmHg
• Flash Point: 139.5 °C
• PSA: 28.24000
• Density: 1.49 g/cm³
• LogP: 4.17760
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 237.94518
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99.0% ^*data from raw suppliers

2-(4-Bromophenyl)thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Bromophenyl)thiophene

There total 23 articles about 2-(4-Bromophenyl)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: 98.81%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 4-bromobenzenediazonium tetrafluoroborate (673-40-5) → 2-(4-bromophenyl)thiophene (40133-22-0)

Guidance literature:

With graphitic carbon nitride based fluorescein isothiocyanate film photocatalyst; In dimethyl sulfoxide; at 20 ℃; for 6h; Inert atmosphere; Green chemistry;

DOI:10.1002/cjoc.202000470

Reference yield: 98.0%

thiophene boronic acid (6165-68-0) + 1.4-dibromobenzene (106-37-6) → 2-(4-bromophenyl)thiophene (40133-22-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 2-ethoxy-ethanol; water; at 130 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/asia.201900163

Reference yield: 96.0%

2-bromothiophene (1003-09-4) + 4-Bromophenylboronic acid (5467-74-3) → 2-(4-bromophenyl)thiophene (40133-22-0)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); C₁₀H₁₁N₃S; potassium carbonate; In water; N,N-dimethyl-formamide; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.jcat.2019.07.004

upstream raw materials:

thiophene

4-bromobenzenediazonium tetrafluoroborate

2-Iodothiophene

4-Bromophenylboronic acid

Downstream raw materials:

5,5'-Bis-(4-bromo-phenyl)-[2,3']bithiophenyl

2-([1,1'-biphenyl]-4-yl)thiophene

5-(p-Bromophenyl)thiophene-2-carboxaldehyde

methyl 5-(4-bromophenyl)thiophene-2-carboxylate

Refernces

• 1、 Chen, Lu,Chen, Zebin,Huang, Yubing,Ji, Xiaoliang,Li, Jiaming,Li, Jian,Li, Yibiao,Liu, Qiang,Liu, Yang. "Synthesis of Substituted Thiophenes through Dehydration and Heterocyclization of Alkynols". supporting information. p. 3555 - 3566. Retrieved 2022/03/14.
• 2、 Kundu, Abhishek,Dey, Dhananjay,Pal, Subhankar,Adhikari, Debashis. "Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions". . p. 15665 - 15673. Retrieved 2021/11/16.