Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

545716

Sigma-Aldrich

3-Bromobenzenesulfonyl chloride

96%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrC6H4SO2Cl
CAS Number:
2905-24-0
Molecular Weight:
255.52
MDL number:
MFCD00052313
UNSPSC Code:
12352100
PubChem Substance ID:
24878844
NACRES:
NA.22

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

Related Categories

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

Signal Word

Danger

Hazard Statements

H314

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Articles

Aryl Sulfonyl Chloride Derivatives

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service