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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

Quality Level

100

Assay

97%

form

solid

mp

49-52 °C (lit.)

functional group

bromo

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT0983
MKCT8807
MKCQ2659
MKCN4308
MKCL2477

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Palladium-Catalysed Intramolecular Direct Arylation of 2-Bromobenzenesulfonic Acid Derivatives.
Bheeter C, et al.
Advanced Synthesis & Catalysis, 354(18), 3533-3538 (2012)
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)
Solid-phase synthesis of acyl biarylsulfonamides.
Xiong Y, et al.
Tetrahedron Letters, 42(48), 8423-8427 (2001)
Studies on synthesis of 2-bromobenzenesulfonyl chloride.
CHENG X and JIANG Z-Q.
Tianjin Chemical Industry , 012-012 (2003)
Synthesis of oxathiocine derivatives by palladium-catalyzed intramolecular Heck reaction.
Majumdar KC, et al.
Letters in Organic Chemistry, 6(6), 453-455 (2009)

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