Chemical group made of an –S(=O)₂ group bound to a halogen
In inorganic chemistry, sulfonyl halide groups occur when a sulfonyl (>S(=O)2) functional group is singly bonded to a halogen atom. They have the general formula RSO2X, 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 dominant importance in this series.[1][2]
^Kosswig, Kurt (2000). "Sulfonic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_503. ISBN 978-3527306732.
^Drabowicz, J.; Kiełbasiński, P.; Łyżwa, P.; Zając, A.; Mikołajczyk, M. (2008). N. Kambe (ed.). Alkanesulfonyl Halides. Science of Synthesis. Vol. 39. pp. 19–38. ISBN 9781588905307.
In inorganic chemistry, sulfonylhalide groups occur when a sulfonyl (>S(=O)2) functional group is singly bonded to a halogen atom. They have the general...
is referred to as sulfuryl. The names of sulfonyl groups typically end in -syl, such as:: 497 Sulfonylhalide Sulfonamide Sulfonate Methylsulfonylmethane...
intermediate in oxidation level between sulfenyl halides, R−S−X, and sulfonylhalides, R−SO2−X. The best known examples are sulfinyl chlorides, thermolabile...
by hydrolysis of sulfonylhalides and related precursors. Thus, perfluorooctanesulfonic acid is prepared by hydrolysis of the sulfonyl fluoride, which...
for Friedel–Crafts reactions using sources of RSO+ 2 derived from sulfonylhalides and sulfonic acid anhydrides. Lewis acid catalysts such as AlCl3 and...
comparatively unstable) PMSF. Both AEBSF and PMSF are sulfonyl fluorides and are sulfonylating agents. Sulfonyl fluorides act by reacting with the hydroxy group...
this group is found in sulfones (RSO2R′) and sulfonylhalides (RSO2X), where it is called the sulfonyl group. Greenwood, Norman N.; Earnshaw, Alan (1997)...
Benzenesulfonyl chloride is an organosulfur compound with the formula C6H5SO2Cl. It is a colourless viscous oil that dissolves in organic solvents, but...
these serine enzymes like palmitoyl-protein thioesterase. Alternative sulfonyl fluoride reagents like p-APMSF and HDSF, have altered access to native...
isomers, with ~70% linear. POSF can also be obtained by ECF of the sulfonylhalide octanesulfonyl chloride. In 1949, 3M began producing POSF by electrochemical...
reactive toward water, alcohols, and many amines. The simplest organic sulfonyl chloride, it is used to make methanesulfonates and to generate the elusive...
bonded to a single sulfur atom, e.g.: sulfenyl halides, RSX; sulfinyl halides, RS(O)X; sulfonylhalides, RSO2X; alkyl and arylsulfur trichlorides, RSCl3...
Dansyl chloride or 5-(dimethylamino)naphthalene-1-sulfonyl chloride is a reagent that reacts with primary amino groups in both aliphatic and aromatic amines...
of Alkenyl Nonaflates from Carbonyl Compounds Using Nonafluorobutane-1-sulfonyl Fluoride in Combination with Phosphazene Bases". Synlett. 2007 (EFirst):...
organic sulfides to sulfoxides or sulfones, disulfides or thiols to sulfonylhalides, imines to oxaziridines. It can also de-aromatize phenols. Heterogeneous...
Borowitz, IJ (1962). "Four-membered Sulfones from Enamines and Aliphatic SulfonylHalides". J. Am. Chem. Soc. 84 (2): 313. doi:10.1021/ja00861a042. Opitz, G;...
give triazoles. Being a good nucleophile, N2H4 can attack sulfonylhalides and acyl halides. The tosylhydrazine also forms hydrazones upon treatment with...
amines to form amides (the "Schotten–Baumann reaction"). Similarly, with sulfonyl chlorides, one obtains sulfonamides. This transformation, known as the...
such as H+ and NO+, polarized neutral molecules such as HCl, alkyl halides, acyl halides, and carbonyl compounds, polarizable neutral molecules such as Cl2...
Rodriguez, L. A.; Herndon, W. C.; Vincenti, S. P.; Camarena, M. L. (1986). "Sulfonyl Fluorides as Possible Therapeutic Agents in Alzheimer's Disease: Structure/Activity...
an organosulfur group with the structure R−S(=O)2−NR2. It consists of a sulfonyl group (O=S=O) connected to an amine group (−NH2). Relatively speaking this...
such as alkyl halides, hydroxyls (hydroxyl nitriles and carbohydrates), carbonyl (aldehydes/ketones/esters/alcohols), and sulfur (sulfonyl derivatives)...
{ClCN + H2O -> NCO- + Cl- + 2H+}}} Cyanogen chloride is a precursor to the sulfonyl cyanides and chlorosulfonyl isocyanate, a useful reagent in organic synthesis...
chlorides Sulfonic acids react with thionyl chloride to produce sulfonyl chlorides. Sulfonyl chlorides have also been prepared from the direct reaction of...
azo-transfer compounds, trifluoromethanesulfonyl azide and imidazole-1-sulfonyl azide react with amines to give the corresponding azides. Diazo transfer...
moieties themselves or to radical species, and also to form the names of halides and substituents in larger molecules. When the parent hydrocarbon is unsaturated...
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