2-Thiophenesulfonyl chloride

Base Information

• Chemical Name: 2-Thiophenesulfonyl chloride
• CAS No.: 16629-19-9
• Molecular Formula: C4H3ClO2S2
• Molecular Weight: 182.652
• Hs Code.: 29349990
• European Community (EC) Number: 240-677-1
• DSSTox Substance ID: DTXSID9066093
• Nikkaji Number: J151.061D
• Wikidata: Q72508878
• Mol file: 16629-19-9.mol

Synonyms:2-Thiophenesulfonyl chloride;Thiophene-2-sulfonyl chloride;16629-19-9;2-Thienylsulfonyl chloride;Thiophene-2-sulphonyl chloride;MFCD00005426;thiophene-2-sulfonylchloride;2-thiophene sulfonyl chloride;EINECS 240-677-1;2-Thienylsulfonylchloride;2-thiophenesulphonyl chloride;thiophenesulfonyl chloride;2-thienylsulphonylchloride;2-chlorosulfonyl thiophene;2-chlorosulfonyl-thiophene;thiophene sulfonyl chloride;thiophene-sulfonyl chloride;2-thiophensulfonyl chloride;2-thiophenesulphonylchloride;thien-2-ylsulfonyl chloride;2-thiophen-sulfonyl chloride;thiophen-2-sulfonyl chloride;SCHEMBL15907;2-thiophen-sulphonyl chloride;thiophene 2-sulfonyl chloride;2-thiophene sulphonyl chloride;2-thiophenyl-sulfonyl chloride;thiophen-2-ylsulfonyl chloride;C4-H3-Cl-O2-S2;DTXSID9066093;Thiophene-2-sulfonic acid chloride;2-Thiophenesulfonyl chloride, 96%;BCP26543;thiophene-2-sulphonic acid chloride;BBL010574;GEO-02323;STK500500;[4-(2-Aminoethyl)-phenyl]-methanol;AKOS000119665;CS-W017078;AC-23198;AS-17542;AM20080472;FT-0613451;T2122;EN300-18935;P20514;W-107927;Z96092279;F3308-2766

Chemical Property of 2-Thiophenesulfonyl chloride

Chemical Property:

• Appearance/Colour: colorless to brown low melting solid or liquid
• Vapor Pressure: 0.0152mmHg at 25°C
• Melting Point: 30-32 °C(lit.)
• Refractive Index: 1.5722-1.5742
• Boiling Point: 265.2 °C at 760 mmHg
• Flash Point: 114.2 °C
• PSA: 70.76000
• Density: 1.58 g/cm³
• LogP: 2.75640
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 181.9262994
• Heavy Atom Count: 9
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Thiophene-2-sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-28A-25-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)S(=O)(=O)Cl
• Uses: 2-Thiophenesulfonyl chloride is a compound used in the preparation of various pharmaceuticals. Thiophene-2-sulfonyl Chloride was used as an intermediate in the synthesis of β-Cell apoptosis supressor . 2-Thiophenesulfonyl chloride has been used in the preparation of 2-((trans-2-phenyl cyclopropyl)sulfonyl)thiophene

Technology Process of 2-Thiophenesulfonyl chloride

There total 8 articles about 2-Thiophenesulfonyl chloride 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%

2-thiophene sulfonyl hydrazine (52260-00-1) → thiophene-2-sulfonyl chloride (16629-19-9)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 90.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → thiophene-2-sulfonyl chloride (16629-19-9)

Guidance literature:

With chlorosulfonic acid; phosphorus pentachloride;

Reference yield: 78.0%

→ thiophene-2-sulfonyl chloride (16629-19-9)

Guidance literature:

upstream raw materials:

thiophene

2-Iodothiophene

tributyl(thien-2-yl)stannane

2-thiophenesulfonic acid

Downstream raw materials:

4-(4-{4-[(S)-2-Methoxycarbonyl-2-(thiophene-2-sulfonylamino)-ethyl]-phenoxy}-butyl)-piperidine-1-carboxylic acid tert-butyl ester

thiophene-2-sulfonic acid 2-amino-3-methyl-phenyl ester

Refernces

• 1、 Maccarone et al.. "-". . p. 3286. Retrieved 1974.
• 2、 Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao. "Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides". . . Retrieved 2021/09/20.
• 3、 Prasad, Bagineni,Adepu, Raju,Sandra, Sandhya,Rambabu,Krishna, G. Rama,Reddy, C. Malla,Deora, Girdhar Singh,Misra, Parimal,Pal, Manojit. "AlCl3 mediated unexpected migration of sulfonyl groups: Regioselective synthesis of 7-sulfonyl indoles of potential pharmacological interest". supporting information. p. 10434 - 10436. Retrieved 2012/10/30.