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Documentos

545716

Sigma-Aldrich

3-Bromobenzenesulfonyl chloride

96%

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About This Item

Fórmula lineal:
BrC6H4SO2Cl
Número de CAS:
2905-24-0
Peso molecular:
255.52
MDL number:
MFCD00052313
UNSPSC Code:
12352100
PubChem Substance ID:
24878844
NACRES:
NA.22

Quality Level

100

assay

96%

refractive index

n20/D 1.593 (lit.)

bp

90-91 °C/0.5 mmHg (lit.)

mp

30-33 °C

density

1.773 g/mL at 25 °C (lit.)

SMILES string

ClS(=O)(=O)c1cccc(Br)c1

InChI

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

InChI key

PJGOLCXVWIYXRQ-UHFFFAOYSA-N

Categorías relacionadas

General description

3-Bromobenzenesulfonyl chloride is an aryl sulfonyl chloride derivative. It participates in the synthesis of N-sulfonylanthranilic acid derivatives and potent P1′ benzenesulfonyl azacyclic urea human immunodeficiency virus (HIV) protease inhibitors.

Application

3-Bromobenzenesulfonyl chloride may be used in the preparation of:
  • 2-(3-bromophenyl)-5-n-butylfuran
  • 2-(3-bromophenyl)-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran
  • 3-bromo-4-(3-bromophenyl)thiophene
  • 2,5-bis(3-bromophenyl)-1-methylpyrrole

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

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

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Pd?Catalysed Direct Arylation of Heteroaromatics Using (Poly) halobenzenesulfonyl Chlorides as Coupling Partners: One Step Access to (Poly) halo?Substituted Bi (hetero) aryls.
Skhiri A, et al.
European Journal of Organic Chemistry, 2015(20), 4428-4436 (2015)
Peggy P Huang et al.
Bioorganic & medicinal chemistry letters, 14(15), 4075-4078 (2004-07-01)
A series of novel azacyclic urea HIV protease inhibitors bearing a benzenesulfonamide group at P1' were synthesized utilizing a parallel synthesis method. Structural studies of early analogs bound in the enzyme active site were used to design more potent inhibitors.
Zheng Yin et al.
Journal of medicinal chemistry, 52(24), 7934-7937 (2009-12-18)
A novel class of compounds containing N-sulfonylanthranilic acid was found to specifically inhibit dengue viral polymerase. The structural requirements for inhibition and a preliminary structure-activity relationship are described. A UV cross-linking experiment was used to map the allosteric binding site

Artículos

Aryl Sulfonyl Chloride Derivatives

Aryl sulfonyl chloride derivatives are frequently used in parallel synthesis to synthesize sulfonamides and sulfonate linkages.

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