3-Bromobenzenesulfonyl chloride

Base Information

• Chemical Name: 3-Bromobenzenesulfonyl chloride
• CAS No.: 2905-24-0
• Molecular Formula: C6H4BrClO4S
• Molecular Weight: 255.52
• Hs Code.: 29049090
• European Community (EC) Number: 628-300-2
• DSSTox Substance ID: DTXSID60183287
• Nikkaji Number: J1.559.368G
• Wikidata: Q72451551
• Mol file: 2905-24-0.mol

Synonyms:3-Bromobenzenesulfonyl chloride;2905-24-0;3-bromobenzene-1-sulfonyl chloride;3-Bromobenzenesulphonyl Chloride;m-bromobenzenesulfonyl chloride;3-bromo-benzenesulfonyl chloride;Benzenesulfonyl chloride, 3-bromo-;3-bromobenzenesulfonylchloride;M-BROMOBENZENESULPHONYL CHLORIDE;MFCD00052313;3-bromophenylsulfonyl chloride;3-bromobenzene sulfonyl chloride;3-bromobenzensulfonyl chloride;SCHEMBL101963;3-bromobenzenesulfonyl-chloride;3-bromophenylsulphonyl chloride;3-bromophenyl sulfonyl chloride;3-bromo benzenesulfonyl chloride;3-bromophenyl sulphonyl chloride;3-bromobenzene sulphonyl chloride;3-bromanylbenzenesulfonyl chloride;3-bromo-benzene sulfonyl chloride;DTXSID60183287;3-Bromobenzenesulfonic acid chloride;3-Bromobenzenesulfonyl chloride, 96%;AKOS001063765;AB02184;CS-W007356;AS-18789;AM20061044;B2389;FT-0615200;EN300-06828;A24236;A819737;J-512094;Z56933874

Chemical Property of 3-Bromobenzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.000909mmHg at 25°C
• Melting Point: 31-33 °C
• Refractive Index: n20/D 1.593(lit.)
• Boiling Point: 313.5 °C at 760 mmHg
• Flash Point: 143.4 °C
• PSA: 42.52000
• Density: 1.795 g/cm³
• LogP: 3.45740
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 253.88039
• Heavy Atom Count: 11
• Complexity: 221

Purity/Quality:

99.5% ^*data from raw suppliers

3-Bromobenzenesulfonyl chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)S(=O)(=O)Cl
• Uses: 3-Bromobenzenesulfonyl chloride may be used in the preparation of:2-(3-bromophenyl)-5-n-butylfuran 2-(3-bromophenyl)-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran 3-bromo-4-(3-bromophenyl)thiophene2,5-bis(3-bromophenyl)-1-methylpyrrole

Technology Process of 3-Bromobenzenesulfonyl chloride

There total 8 articles about 3-Bromobenzenesulfonyl 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: 99.0%

3-bromobenzenesulfonyl hydrazide (89862-26-0) → 3-Bromobenzenesulfonyl chloride (2905-24-0)

Guidance literature:

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

DOI:10.3390/molecules26185551

Reference yield: 73.0%

3-bromobenzene-1-diazonium tetrafluoroborate → 3-Bromobenzenesulfonyl chloride (2905-24-0)

Guidance literature:

With thionyl chloride; tris(bipyridine)ruthenium(II) dichloride hexahydrate; In water; acetonitrile; at 20 ℃; for 20h; Sealed tube; Irradiation;

DOI:10.1002/cssc.201601293

Reference yield:

m-Bromoaniline (591-19-5) → 3-Bromobenzenesulfonyl chloride (2905-24-0)

Guidance literature:

Multistep reaction; (i) NaNO₂, aq. HCl, (ii) SO₂, CuCl₂, AcOH;

DOI:10.1039/j39680002747

upstream raw materials:

m-Bromoaniline

(3-bromophenyl)boronic acid

3-bromobenzenesulfonyl hydrazide

Downstream raw materials:

N-methyl-3-bromobenzenesulfonamide

(2R)-1-[(3-bromophenyl)sulfonyl]-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazine

1-[(3-bromophenyl)sulfonyl]piperidine

3-bromo-N-(1-methylethyl)benzenesulfonamide

Refernces

• 1、 Májek, Michal,Neumeier, Michael,Jacobi von Wangelin, Axel. "Aromatic Chlorosulfonylation by Photoredox Catalysis". . p. 151 - 155. Retrieved 2017/01/17.
• 2、 Leahy, James W.,Buhr, Chris A.,Johnson, Henry W. B.,Kim, Byung Gyu,Baik, Taegon,Cannoy, Jonah,Forsyth, Timothy P.,Jeong, Joon Won,Lee, Matthew S.,Ma, Sunghoon,Noson, Kevin,Wang, Longcheng,Williams, Matthew,Nuss, John M.,Brooks, Eric,Foster, Paul,Goon, Leanne,Heald, Nathan,Holst, Charles,Jaeger, Christopher,Lam, Scott,Lougheed, Julie,Nguyen, Lam,Plonowski, Arthur,Song, Joanne,Stout, Thomas,Wu, Xiang,Yakes, Michael F.,Yu, Peiwen,Zhang, Wentao,Lamb, Peter,Raeber, Olivia. "Discovery of a novel series of potent and orally bioavailable phosphoinositide 3-kinase γ inhibitors". experimental part. p. 5467 - 5482. Retrieved 2012/09/25.