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557196

Sigma-Aldrich

2,5-Dibromobenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
Br2C6H3SO2Cl
CAS Number:
Molecular Weight:
334.41
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

69-73 °C (lit.)

SMILES string

ClS(=O)(=O)c1cc(Br)ccc1Br

InChI

1S/C6H3Br2ClO2S/c7-4-1-2-5(8)6(3-4)12(9,10)11/h1-3H

InChI key

ZLMPLIWURYRGEB-UHFFFAOYSA-N

Application

2,5-Dibromobenzenesulfonyl chloride may be used to synthesize 1,1-dimethylethyl (2S,4R)-4-{[(2,5-dibromophenyl)sulfonyl]amino}-2-methyl-1-pyrrolidinecarboxylate and 1-benzyl-2-(2,5-dibromophenyl)indole.
It may also be employed for the preparation of the following compounds:
  • methyl (2E)-3-[2-octyl-3-(2-methoxy-2-oxoethyl)-1,1-dioxido-2,3-dihydro-1,2-benzisothiazol-6-yl]acrylate
  • methyl (2E)-3-[2-(4-methoxyphenyl)-3-(2-methoxy-2-oxoethyl)-1,1-dioxido-2,3-dihydro-1,2-benzisothiazol-6-yl]acrylate
  • ethyl (2E)-3-[3-(2-ethoxy-2-oxoethyl)-2-(2-methoxybenzyl)-1,1-dioxido-2,3-dihydro-1,2-benzisothiazol-6-yl]acrylate

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

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)

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Dramane Lainé et al.
ACS medicinal chemistry letters, 2(2), 142-147 (2011-02-10)
The discovery of potent and selective cyanamide-based inhibitors of the cysteine protease cathepsin C is detailed. Optimization of the template with regard to plasma stability led to the identification of compound 17, a potent cathepsin C inhibitor with excellent selectivity
Alan Rolfe et al.
European journal of organic chemistry, (31)(31), 5254-5262 (2008-01-01)
The development of a new method for the synthesis of 1,1-dioxido-1,2-benzisothiazoline-3-acetic acid by a domino process is reported whereby a classical Heck reaction is coupled to an intramolecular aza-Michael reaction. Ultimately, this method has been expanded to a one-pot, sequential
Anoir Hfaiedh et al.
Organic & biomolecular chemistry, 14(21), 4947-4956 (2016-05-14)
The direct arylation of N-protected 3-haloindole derivatives with benzenesulfonyl chlorides as coupling partners using 5 mol% of bis(acetonitrile)dichloropalladium(ii) catalyst and lithium carbonate as a base in 1,4-dioxane was investigated. We demonstrated that both iodo and chloro substituents at the indolyl
Rik van der Kant et al.
Cell stem cell, 24(3), 363-375 (2019-01-29)
Genetic, epidemiologic, and biochemical evidence suggests that predisposition to Alzheimer's disease (AD) may arise from altered cholesterol metabolism, although the molecular pathways that may link cholesterol to AD phenotypes are only partially understood. Here, we perform a phenotypic screen for

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