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N-Chlorosuccinimide (NCS) is the organic compound with the formula C 2 H 4 (CO) 2 NCl. This white solid is used for chlorinations. [2] It is also used as a mild oxidant. [3] NCS is related to succinimide, but with N-Cl in place of N-H. The N–Cl bond is highly reactive, and NCS functions as a source of "Cl +".
Succinimide is an organic compound with the formula (CH 2) 2 (CO) 2 NH. This white solid is used in a variety of organic syntheses, as well as in some industrial silver plating processes. This white solid is used in a variety of organic syntheses, as well as in some industrial silver plating processes.
NIS is the iodine analog of N-chlorosuccinimide (NCS) and N-bromosuccinimide (NBS) which are used for similar applications. References This page was last edited ...
[30] [39] [40] This combination of N-chlorosuccinimidosulfonium chloride (NCS), dimethylsulfide (DMS), and triethylamine (TEA) offers a less toxic alternative to chromium-based oxidations. The Corey-Kim reagent is formed in situ when the succinimide and sulfide react to form a dimethylsuccinimidosulfonium chloride species (scheme 14). [30]
Rather, it is formed by oxidation of dimethyl sulfide with an oxidant (NCS). The reaction mechanism of Corey–Kim oxidation Under Corey–Kim conditions allylic and benzylic alcohols have a tendency to evolve to the corresponding allyl and benzyl chlorides unless the alcohol activation is very quickly followed by addition of triethylamine .
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A common way to synthesize an NHS-activated acid is to mix NHS with the desired carboxylic acid and a small amount of an organic base in an anhydrous solvent. A coupling reagent such as dicyclohexylcarbodiimide (DCC) or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) is then added to form a highly reactive activated acid intermediate.
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