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Sulfuryl fluoride (also spelled sulphuryl fluoride) is an inorganic compound with the formula SO 2 F 2. It is an easily condensed gas and has properties more similar to sulfur hexafluoride than sulfuryl chloride , being resistant to hydrolysis even up to 150 °C. [ 3 ]
In chemistry, a sulfonyl halide consists of a sulfonyl (>S(=O) 2) group singly bonded to a halogen atom. They have the general formula RSO 2 X, where X is a halogen. The stability of sulfonyl halides decreases in the order fluorides > chlorides > bromides > iodides, all four types being well known. The sulfonyl chlorides and fluorides are of ...
Trimethylsilyl enol ethers react with NfF in the presence of a substoichiometric fluoride source at 0 °C to ambient temperature to give alkenyl nonaflates in moderate to good yields. Dried tetra-n-butylammonium fluoride was the preferred fluoride source in one study, [6] but CsF has been used in difficult cases with excellent results. [7]
The sulfonyl functional group (RS(O) 2 R') has become an important electron-withdrawing group for modern organic chemistry. α-Sulfonyl carbanions may be used as nucleophiles in alkylation reactions, Michael-type additions, and other processes. [3] After having served their synthetic purpose, sulfonyl groups are often removed.
Alternative sulfonyl fluoride reagents like p-APMSF and HDSF, have altered access to native folded protein structures, and may react with serine enzymes that PMSF cannot efficiently react with. This altered selectivity between sulfonyl fluoride reagents has been used to classify and isolate particular types of serine enzymes.
AEBSF or 4-(2-aminoethyl)benzenesulfonyl fluoride hydrochloride is a water-soluble, irreversible serine protease inhibitor with a molecular weight of 239.5 Da. It inhibits proteases like chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. The specificity is similar to the inhibitor PMSF, nevertheless AEBSF is more stable at low pH values ...
Many sulfonic acids are prepared by hydrolysis of sulfonyl halides and related precursors. Thus, perfluorooctanesulfonic acid is prepared by hydrolysis of the sulfonyl fluoride, which in turn is generated by the electrofluorination of octanesulfonic acid. Similarly the sulfonyl chloride derived from polyethylene is hydrolyzed to the sulfonic acid.
Methanesulfonyl fluoride (MSF) has long been known to be a potent inhibitor of acetylcholinesterase (AChE), the enzyme that regulates acetylcholine, an important neurotransmitter in both the central and peripheral nervous systems.