2-(Phenylsulfonyl)thiophene

Base Information

• Chemical Name: 2-(Phenylsulfonyl)thiophene
• CAS No.: 22407-40-5
• Molecular Formula: C10H8O2S2
• Molecular Weight: 224.304
• Hs Code.: 2934999090
• European Community (EC) Number: 667-767-7
• NSC Number: 140131
• DSSTox Substance ID: DTXSID70300948
• Nikkaji Number: J1.861.460J
• Wikidata: Q82044403
• ChEMBL ID: CHEMBL162144
• Mol file: 22407-40-5.mol

Synonyms:2-(phenylsulfonyl)thiophene;22407-40-5;2-BENZENESULFONYLTHIOPHENE;2-(BENZENESULFONYL)THIOPHENE;phenyl 2-thienyl sulfone;2-phenylsulfonylthiophene;NSC140131;Maybridge1_004809;2-Benzenesulfonyl-thiophene;CHEMBL162144;SCHEMBL2933307;HMS555C13;DTXSID70300948;?2-BENZENESULFONYLTHIOPHENE;AKOS000664183;CCG-250046;NSC-140131;CS-0336353;FT-0608904;A816181;BRD-K78174912-001-01-0;243986-28-9

Chemical Property of 2-(Phenylsulfonyl)thiophene

Chemical Property:

• Vapor Pressure: 5.5E-06mmHg at 25°C
• Melting Point: 123-125 °C
• Refractive Index: 1.615
• Boiling Point: 391.6 °C at 760 mmHg
• Flash Point: 190.6 °C
• PSA: 70.76000
• Density: 1.34 g/cm³
• LogP: 3.66170
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.99657184
• Heavy Atom Count: 14
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

2-Benzenesulfonylthiophene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Phenylsulfonyl)thiophene

There total 21 articles about 2-(Phenylsulfonyl)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: 89.0%

thiophene-2-sulfonyl azide (75241-05-3) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-(benzenesulfonyl)thiophene (22407-40-5)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 25 ℃; for 3h; regiospecific reaction;

DOI:10.1021/acs.joc.8b03046

Reference yield: 87.0%

2-bromothiophene (1003-09-4) + (((tert-butyldimethylsilyl)oxy)methyl)phenylsulfone → 2-(benzenesulfonyl)thiophene (22407-40-5)

Guidance literature:

With copper(l) iodide; cesium fluoride; L-proline; sodium hydroxide; In dimethyl sulfoxide; at 95 ℃; for 36h; Inert atmosphere;

Reference yield: 87.0%

2-Iodothiophene (3437-95-4,149762-92-5) + (((tert-butyldimethylsilyl)oxy)methyl)phenylsulfone → 2-(benzenesulfonyl)thiophene (22407-40-5)

Guidance literature:

With copper(l) iodide; cesium fluoride; L-proline; sodium hydroxide; In dimethyl sulfoxide; at 95 ℃; for 36h;

DOI:10.1039/d0sc02947e

upstream raw materials:

2-(Phenylthio)thiophene

thiophene-2-sulfonyl chloride

benzene

2-Iodothiophene

Downstream raw materials:

5-benzenesulfonyl-thiophene-2-carboxylic acid

2-phenylsulfonyl-3-thiophenecarboxylic acid

2,3'-bisformylphenyl-2'-thienyl sulfone

phenyl 5-methyl-2-thienyl sulfone

Refernces

• 1、 -. "Synthesis of Sulfones and Sulfonyl Derivatives using Sodium (tert-butyldimethylsilyl)oxymethanesulfinate". Paragraph 0704-0710; 0712; 0714-0715; 0717-0720; 0757-0760. . Retrieved 2021/04/29.
• 2、 Zhu, Da-Liang,Wu, Qi,Li, Hai-Yan,Li, Hong-Xi,Lang, Jian-Ping. "Hantzsch Ester as a Visible-Light Photoredox Catalyst for Transition-Metal-Free Coupling of Arylhalides and Arylsulfinates". supporting information. p. 3484 - 3488. Retrieved 2020/03/05.