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N-Bromosuccinimide or NBS is a chemical reagent used in radical substitution, electrophilic addition, and electrophilic substitution reactions in organic chemistry. NBS can be a convenient source of Br • , the bromine radical.
The mechanism by which the Wohl-Ziegler reaction proceeds was proposed by Paul Goldfinger in 1953, and his reaction mechanism is one of two proposed pathways through which aliphatic, allylic, and benzylic bromination with N-bromosuccinimide (NBS) occurs. [10]
The resultant alkenylalane was cooled to –30°, diluted with 15 mL of dry ether, and treated with 5.35 g (30.1 mmol) of N-bromosuccinimide while keeping the temperature below –15°. The reaction mixture was gradually warmed to room temperature and stirred for 1 hour before being poured slowly into a mixture of 6 N hydrochloric acid (50 mL ...
This compound is also the starting material for the dibromide through N-bromosuccinimide (NBS) and silver nitrate: Cadiot–Chodkiewicz coupling application. The coupling reaction itself takes place in methanol with piperidine, the hydrochloric acid salt of hydroxylamine and copper(I) bromide. [3]
Structure of N-bromosuccinimide, a common brominating reagent in organic chemistry. Like the other carbon–halogen bonds, the C–Br bond is a common functional group that forms part of core organic chemistry. Formally, compounds with this functional group may be considered organic derivatives of the bromide anion.
Maleimide, N-Chlorosuccinimide, N-Bromosuccinimide: Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], ...
The necessary α-halo sulfones are accessible through oxidation of the corresponding α-halo sulfides with peracids such as meta-chloroperbenzoic acid; oxidation of sulfides takes place selectively in the presence of alkenes and alcohols. α-Halo sulfides may in turn be synthesized through the treatment of sulfides with halogen electrophiles such as N-chlorosuccinimide or N-bromosuccinimide.
N-Iodosuccinimide (NIS) is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant. [ 2 ] NIS is the iodine analog of N -chlorosuccinimide (NCS) and N -bromosuccinimide (NBS) which are used for similar applications.