CAS 128-08-5: N-Bromosuccinimide

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

BR1130 - N-Bromosuccinimide

N-Bromosuccinimide is a reactive chemical that is used in the manufacture of pharmaceutical preparations. It reacts with methyl ketones to form bromoketones, which can be detected by the chemiluminescence method. Although there is no direct evidence for the mechanism of this reaction, it is thought that there are two possible pathways. The first pathway involves a series of reactions involving activated methylene compounds and quinoline derivatives, while the second pathway involves transfer reactions from n-dimethyl formamide to lysine residues in proteins. The second pathway has been shown to be dominant in aerobacter aerogenes.

N-Bromosuccinimide is a chemical reagent used in electrophilic additions and radical substitution reactions in synthetic organic chemistry. In Wohl-Ziegler reaction, it is involved in allylic and benzylic bromination reaction. It is also used in the alfa-bromination of carbonyl derivatives. In the Hofmann rearrangement, it is used in the presence of a strong base, such as 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) reacts with primary amides to produce a carbamate. It oxidizes silyl ethers to aldehydes in the presence of azobisisobutyronitrile. It is also used for the modification of ribosomal sulfhydryl groups. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Stability Air Sensitive, Hygroscopic, Moisture Sensitive Applications N-Bromosuccinimide is a brominated succinimide used as a chemical reagent in radical substitution and electrophilic addition reactions in organic synthesis. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Alberola, A. et al.: Anal. Quim., 74, 761 (1968); Kobayashi, T. et al.: J. Chem. Soc. Perk. Trans., 12, 1372 (2001); Paulini, K. et al.: CHem. Ber., 127, 685 (1994);

N-Bromosuccinimide