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Sigma-Aldrich

2-Bromobenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
BrC6H4SO2Cl
CAS Number:
2905-25-1
Molecular Weight:
255.52
MDL number:
MFCD00051971
UNSPSC Code:
12352100
PubChem Substance ID:
24868021
NACRES:
NA.22

Assay

97%

form

solid

mp

49-52 °C (lit.)

SMILES string

ClS(=O)(=O)c1ccccc1Br

InChI

1S/C6H4BrClO2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H

InChI key

VFPWGZNNRSQPBT-UHFFFAOYSA-N

Related Categories

General description

2-Bromobenzenesulfonyl chloride can be synthesized from 2-aminobenzenesulfonic acid.

Application

2-Bromobenzenesulfonyl chloride may be used in the following:
  • Preparation of 2-bromobenzenesulfonic acid phenyl ester.
  • For the sufonylation during the synthesis of 2-bromobenzenesulfonamide.
  • Synthesis of chiral 2-(p-toluenesulfinyl)benzenesulfonamide.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Solid-phase synthesis of acyl biarylsulfonamides.
Xiong Y, et al.
Tetrahedron Letters, 42(48), 8423-8427 (2001)
Chiral sulfoxide ligands bearing nitrogen atoms as stereocontrollable coordinating elements in palladium-catalyzed asymmetric allylic alkylations.
Hiroi K, et al.
Tetrahedron Asymmetry, 9(21), 3797-3817 (1998)
Synthesis of oxathiocine derivatives by palladium-catalyzed intramolecular Heck reaction.
Majumdar KC, et al.
Letters in Organic Chemistry, 6(6), 453-455 (2009)
Studies on synthesis of 2-bromobenzenesulfonyl chloride.
CHENG X and JIANG Z-Q.
Tianjin Chemical Industry , 012-012 (2003)
Palladium-Catalysed Intramolecular Direct Arylation of 2-Bromobenzenesulfonic Acid Derivatives.
Bheeter C, et al.
Advanced Synthesis & Catalysis, 354(18), 3533-3538 (2012)

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