4-Bromobenzenesulfonyl chloride, 98+%

Name: 4-Bromobenzenesulfonyl chloride, 98+%
SKU: A15909.22
Price: 159.00 EUR

CAS: 98-58-8 | C6H4BrClO2S | 255.51 g/mol

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Catalog number A15909.22

also known as A15909-22

Price (EUR)

159,00

Each

Quantity:

100 g

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Price (EUR)

159,00

Each

Chemical Identifiers

CAS98-58-8

IUPAC Name4-bromobenzene-1-sulfonyl chloride

Molecular FormulaC6H4BrClO2S

InChI KeyKMMHZIBWCXYAAH-UHFFFAOYSA-N

SMILESClS(=O)(=O)C1=CC=C(Br)C=C1

Specifications

Specification Sheet

FormCrystals or powder or crystalline powder

Assay (GC)≥98.0%

Identification (FTIR)Conforms

Melting Point (clear melt)72.0-78.0?C

Appearance (Color)White to cream to pale brown

4-Bromobenzenesulfonyl chloride is used as activating agent in the synthesis of oligodeoxyribo- and oligoribo- nucleotides in solution. It also used in the synthesis of 4-(N-allylsulfamoyl)phenylboronic acid and in protection of amines as 4-bromobenzenesulfonamides.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
4-Bromobenzenesulfonyl chloride is used as activating agent in the synthesis of oligodeoxyribo- and oligoribo- nucleotides in solution. It also used in the synthesis of 4-(N-allylsulfamoyl)phenylboronic acid and in protection of amines as 4-bromobenzenesulfonamides.

Solubility
Soluble in Tetrahydrofuran, petroleum ether and 1,4-dioxane. Insoluble in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Store under inert gas.

RUO – Research Use Only

General References:

Reese CB.; Pei-Zhuo Z. J. Phosphotriester approach to the synthesis of oligonucleotides: a reappraisal.. Chem. Soc. Perkin Trans. I. 1993, 1 (9), 2291-2301.
Xiaobao Li.; Justin Pennington.; John F Stobaugh.; Christian Schöneich. Synthesis of sulfonamide- and sulfonyl-phenylboronic acid-modified silica phases for boronate affinity chromatography at physiological pH. Analytical Biochemistry. 2008, 372 (2), 227-236.
Used in protection of amines as 4-bromobenzenesulfonamides: Synth. Commun., 18, 1615 (1988); Tetrahedron Lett., 30, 2399 (1989).
Alcohols are converted to 4-brombenzenesulfonate(brosylate) esters with enhanced leaving group ability relative to the commoner tosylate; see, e.g.: Carbohydr. Res., 46, 53 (1976).
In the presence of potassium carbonate and a phase-transfer catalyst, N,N'-disubstituted ureas are dehydrated to carbodiimides in high yield: Synthesis, 520 (1987).