5-Bromothiophene-2-sulfonyl chloride

Base Information

• Chemical Name: 5-Bromothiophene-2-sulfonyl chloride
• CAS No.: 55854-46-1
• Molecular Formula: C4H2BrClO2S2
• Molecular Weight: 261.548
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID70370040
• Nikkaji Number: J1.998.397H
• Wikidata: Q72513079
• Mol file: 55854-46-1.mol

Synonyms:5-Bromothiophene-2-sulfonyl chloride;55854-46-1;5-bromothiophenesulfonyl chloride;5-Bromo-2-thiophenesulfonyl chloride;5-Bromo-thiophene-2-sulfonyl chloride;5-bromothiophene-2-sulphonyl chloride;MFCD00084909;5-Bromo-2-thiophenesulfonylchloride;2-Thiophenesulfonyl chloride, 5-bromo-;(5-bromo(2-thienyl))chlorosulfone;SCHEMBL17073;5-bromothiophenesulphonyl chloride;DTXSID70370040;5-bromo-thiophenesulfonyl chloride;WGYBIEOLAFYDEC-UHFFFAOYSA-N;5-bromothiophene-2-sulfonylchloride;(5-Bromothien-2-yl)sulfonylchloride;GEO-00589;STK298834;2-Bromothiophene-5-sulphonyl chloride;5-bromo-thiophene-2sulphonyl chloride;5-bromo thiophene-2-sulfonyl chloride;AKOS000264796;5-bromo thiophene-2-sulphonyl chloride;CS-W014064;PB12080;5-Bromothiophene-2-sulfonic acid chloride;AC-23248;AM100955;AS-15623;5-Bromothiophene-2-sulfonyl chloride, 97%;A8063;B2878;FT-0620178;EN300-10422;Q-102483;Z57008916;F2145-0710

Chemical Property of 5-Bromothiophene-2-sulfonyl chloride

Chemical Property:

• Appearance/Colour: light yellow crystalline low melting solid
• Vapor Pressure: 0.000685mmHg at 25°C
• Melting Point: 40-44 °C(lit.)
• Refractive Index: 1.619
• Boiling Point: 318.2 °C at 760 mmHg
• Flash Point: 146.2 °C
• PSA: 70.76000
• Density: 1.985 g/cm³
• LogP: 3.51890
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 259.83681
• Heavy Atom Count: 10
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

5-Bromothiophene-2-sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, C
• Hazard Codes: C,Xi,Xn
• Statements: 34-43-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-45-28A-25-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)Br)S(=O)(=O)Cl

Technology Process of 5-Bromothiophene-2-sulfonyl chloride

There total 4 articles about 5-Bromothiophene-2-sulfonyl 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: 77.3%

2-bromothiophene (1003-09-4) → 5-bromo-2-thiophenesulfonyl chloride (55854-46-1)

Guidance literature:

With chlorosulfonic acid; In dichloromethane; at -78 - 20 ℃; for 1h;

Reference yield: 75.0%

2,5-dibromothiophen (3141-27-3) → 5-bromo-2-thiophenesulfonyl chloride (55854-46-1)

Guidance literature:

2,5-dibromothiophen; With isopropylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With sulfur dioxide; In tetrahydrofuran; at -40 ℃; for 0.25h; Inert atmosphere;

With sulfuryl dichloride; In tetrahydrofuran; at -40 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/ejoc.201801270

Reference yield:

C4H2BrClSZn → 5-bromo-2-thiophenesulfonyl chloride (55854-46-1)

Guidance literature:

With 2,4,6-trichlorophenyl chlorosulfate; In tetrahydrofuran; 2-methyltetrahydrofuran; hexane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01540

upstream raw materials:

2-bromothiophene

2,5-dibromothiophen

Downstream raw materials:

5-bromo-N-phenylthiophene-2-sulfonamide

5-bromo-thiophene-2-sulfonamide

5-Bromo-thiophene-2-sulfonic acid [2-(3-{[((E)-6,6-dimethyl-hept-2-en-4-ynyl)-ethyl-amino]-methyl}-phenoxy)-ethyl]-methyl-amide

5-bromo-N-[5-(cis-3,5-dimethyl-1-piperazinyl)-2-(methyloxy)phenyl]-2-thiophenesulfonamide