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557153

Sigma-Aldrich

4-(Bromomethyl)benzenesulfonyl chloride

95%

Synonym(s):

α-Bromo-p-toluenesulfonyl chloride

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About This Item

Linear Formula:
BrCH2C6H4SO2Cl
CAS Number:
66176-39-4
Molecular Weight:
269.54
MDL number:
MFCD00156129
UNSPSC Code:
12352100
PubChem Substance ID:
24879190
NACRES:
NA.22

Quality Level

100

assay

95%

form

solid

mp

71-75 °C (lit.)

SMILES string

ClS(=O)(=O)c1ccc(CBr)cc1

InChI

1S/C7H6BrClO2S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4H,5H2

InChI key

QXTQWYZHHMQSQH-UHFFFAOYSA-N

Application

4-(Bromomethyl)benzenesulfonyl chloride may be used to synthesize:
  • 4-bromomethyl-N-(6-methoxy-quinolin-8-yl)-benzenesulfonamide
  • benzene-sulfonamide derivatives, which are potent Chemokine Receptor Type 4 (CXCR4) inhibitors
  • imidazole derivatives having antifungal activity

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

Certificates of Analysis (COA)

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Pierluigi Teolato et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(8), 2238-2245 (2006-12-13)
Silica nanoparticles (about 15 nm diameters), which contain a derivative of 6-methoxy-8-(p-toluensulfonamido)-quinoline (TSQ) as a Zn(II) fluorescent probe covalently linked to the silica network, were prepared and studied as Zn(II) fluorescent chemosensors. The systems selectively detect Zn(II) ions in water
Azizur Rehman et al.
Pakistan journal of pharmaceutical sciences, 32(3), 987-996 (2019-07-07)
Heterocyclic chemistry is an important field of organic chemistry due to therapeutic potential. The minor modification in the structure of poly-functional compounds has great effect on therapeutic ability. In the presented research work, substituted 1,3,4-oxadiazole derivatives, 8a-p, have been synthesized
Suazette Reid Mooring et al.
ChemMedChem, 8(4), 622-632 (2013-03-08)
The interaction of CXCR4 with CXCL12 (SDF-1) plays a critical role in cancer metastasis by facilitating the homing of tumor cells to metastatic sites. Based on our previously published work on CXCR4 antagonists, we have synthesized a series of aryl

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