2-(2-Bromophenyl)thiophene

Base Information

• Chemical Name: 2-(2-Bromophenyl)thiophene
• CAS No.: 106851-53-0
• Molecular Formula: C10H7BrS
• Molecular Weight: 239.136
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60383780
• Nikkaji Number: J1.809.578E
• Wikidata: Q82175576
• Mol file: 106851-53-0.mol

Synonyms:2-(2-bromophenyl)thiophene;106851-53-0;SCHEMBL1310723;1-Bromo-2-(2-thienyl)benzene;DTXSID60383780;GBJBSICXZXSQAJ-UHFFFAOYSA-N;MFCD06797480;AKOS015911998;2-(2-Bromophenyl)thiophene, AldrichCPR;AS-31414;CS-0325322;FT-0699955;A801518;W-204617

Chemical Property of 2-(2-Bromophenyl)thiophene

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.628
• Boiling Point: 293.494 °C at 760 mmHg
• Flash Point: 131.301 °C
• PSA: 28.24000
• Density: 1.491 g/cm³
• LogP: 4.17760
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 237.94518
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Harmful:
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=CS2)Br

Technology Process of 2-(2-Bromophenyl)thiophene

There total 12 articles about 2-(2-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: 95.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,3-dibromobenzene (583-53-9) → 2-(2’-bromophenyl)thiophene (106851-53-0)

Guidance literature:

thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Inert atmosphere;

2,3-dibromobenzene; In tetrahydrofuran; hexane; at 0 - 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00878

Reference yield: 79.0%

2-bromothiophene (1003-09-4) + 1-Bromo-2-iodobenzene (583-55-1) → 2-(2’-bromophenyl)thiophene (106851-53-0)

Guidance literature:

2-bromothiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

1-Bromo-2-iodobenzene; In tetrahydrofuran; hexane; at -78 - 25 ℃; Inert atmosphere;

DOI:10.3762/bjoc.10.120

Reference yield: 78.0%

1-Bromo-2-iodobenzene (583-55-1) + p-tolyltriethoxysilane (18412-57-2) → 2-(2’-bromophenyl)thiophene (106851-53-0)

Guidance literature:

With copper(l) iodide; cesium fluoride; In N,N-dimethyl-formamide; at 120 ℃; for 48h; Sealed tube;

DOI:10.1055/s-0033-1339108

upstream raw materials:

thiophene

2-bromobenzenediazonium tetrafluoroborate

2-bromoaniline

2-bromophenylhydrazine hydrochloride

Downstream raw materials:

2-(2'-{diphenylphosphino}phenyl)thiophene

2-(thiophene-2-yl)phenylphosphonic acid monoethyl ester

Refernces

• 1、 Mondal, Moumita,Joji, Jinu,Choudhury, Joyanta. "Designing a heterogeneous Pd(ii)-NHC-based C-H activation catalyst on a self-supported coordination polymer platform". . p. 3185 - 3188. Retrieved 2017.
• 2、 Buglioni, Laura,Riente, Paola,Palomares, Emilio,Pericàs, Miquel A.. "Visible-Light-Promoted Arylation Reactions Photocatalyzed by Bismuth(III) Oxide". . p. 6986 - 6990. Retrieved 2017.
• 3、 Mandal, Tanmoy,Mondal, Moumita,Choudhury, Joyanta. "Hypercrosslinked Polymer Platform-Anchored Single-Site Heterogeneous Pd-NHC Catalysts for Diverse C-H Functionalization". supporting information. p. 2443 - 2449. Retrieved 2021/08/03.
• 4、 Choudhury, Joyanta,Dutta, Tapas Kumar,Mandal, Tanmoy,Mohanty, Sunit. "Tris-NHC-propagated self-supported polymer-based Pd catalysts for heterogeneous C-H functionalization". supporting information. p. 10182 - 10185. Retrieved 2021/10/12.