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The vinylsulfone group reacts with the nucleophilic functional groups of the fibers by Michael addition to form a covalent ether bond: Reaction of vinyl sulfone compounds with hydroxyl groups of cellulose (HO-CELL) An unfavorable side reaction in the dyeing process is the conversion of the vinylsulfone group to the 2-(hydroxy)ethylsulfonyl ...
The modest acidity of carbons adjacent to the sulfonyl group has made sulfones useful for organic synthesis. Upon removal of the sulfonyl group with desulfonylation or reductive elimination, the net result is the formation of a carbon-carbon bond single or double bond between two unfunctionalized carbons, a ubiquitous motif in synthetic targets.
A sulfone. It consists of a sulfonyl group bonded with two organic substituents. In organosulfur chemistry, a sulfonyl group is either a functional group found primarily in sulfones, or a substituent obtained from a sulfonic acid by the removal of the hydroxyl group, similarly to acyl groups. [1]: 1470–1476
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 ...
Methanesulfonyl chloride is mainly used to give methanesulfonates by its reaction with alcohols in the presence of a non-nucleophilic base. [8] In contrast to the formation of toluenesulfonates from alcohols and p-toluenesulfonyl chloride in the presence of pyridine, the formation of methanesulfonates is believed to proceed via a mechanism wherein methanesulfonyl chloride first undergoes an ...
Subsequent to the cycloaddition to a vinyl sulfone, the phenylsulfonyl group can be removed by reduction with zinc. [7] Vinyl sulfones are Michael acceptors. [8] Vinyl sulfones add thiols, such as cysteine residues. [9] This same reactive nature is responsible for their major industrial use in vinyl sulfone dyes. [10]
General structure of a sulfonic acid with the functional group indicated in blue. In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula R−S(=O) 2 −OH, where R is an organic alkyl or aryl group and the S(=O) 2 (OH) group a sulfonyl hydroxide. [1]
2,4,6-Triisopropylbenzenesulfonyl azide (trisyl azide) is an organic chemical used as a reagent to supply azide for electrophilic amination reactions, such as for the asymmetric synthesis of unnatural amino acids. [2]