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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.
Chemical formula. C 4 H 5 N O 2: Molar mass: 99.089 g·mol −1 Appearance ... N-Bromosuccinimide; References This page was last edited on 25 October 2024, at 15:33 ...
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.
The Wohl–Ziegler reaction [1] [2] is a chemical reaction that involves the allylic or benzylic bromination of hydrocarbons using an N-bromosuccinimide and a radical initiator. [3] Best yields are achieved with N-bromosuccinimide in carbon tetrachloride solvent. Several reviews have been published. [4] [5]
N-bromosuccinimide (NBS), the bromine analog of N-chlorosuccinimide. [ 5 ] Other N -chloro compounds that are commercially available include chloramine-T , trichloroisocyanuric acid ((OCNCl) 3 ), 1,3-dichloro-5,5-dimethylhydantoin.
Chemical formula. C 4 H 4 I N O 2: Molar mass: 224.985 g·mol −1 Appearance ... (NCS) and N-bromosuccinimide (NBS) which are used for similar applications. References
NHS reacts to create a less labile activated acid. The group is usually written as SuO- or -OSu in chemical notation. Such an ester with acid and NHS, sometimes called succinate ester, is stable enough to be purified and stored at low temperatures in the absence of water and, as such, is commercially available.
Photocyclization can be used as the final step of a sequence to generate a fused aromatic ring at a benzylic position. After benzylic bromization with N-bromosuccinimide, transformation to the phosphonium salt, and a Wittig reaction with anaromatic aldehyde, photocyclization fuses the aromatic rings. Iteration of this sequence results in helicenes.