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A15909 4-Bromobenzenesulfonyl chloride, 98+%

CAS Number
98-58-8
Synonyms

Stock No. Size Price ($) Quantity Availability
A15909-14 25g 46.90
A15909-22 100g 130.00
A15909-36 500g 495.00
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4-Bromobenzenesulfonyl chloride, 98+%

MDL
MFCD00007437
EINECS
202-683-2

Chemical Properties

Formula
C6H4BrClO2S
Formula Weight
255.52
Melting point
73-77°
Boiling Point
152-154°/26mm
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
Solubility
Soluble in Tetrahydrofuran, petroleum ether and 1,4-dioxane. Insoluble in water.

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.

Notes

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

Literature 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).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,1407
Beilstein
743518
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2904.99
TSCA
Yes

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