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557196

Sigma-Aldrich

2,5-Dibromobenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
Br2C6H3SO2Cl
CAS Number:
23886-64-8
Molecular Weight:
334.41
MDL number:
MFCD00060685
UNSPSC Code:
12352100
PubChem Substance ID:
24879608
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
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKBR7357V
07317TH
05122HH
09508KE
02920LD

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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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