N-Bromoacetamide

CAS 79-15-2, Cat. No EN300-7394435

Reagent for bromohydration and bromofluorination of alkenes

N-Bromoacetamide (NBA) is an effective reagent for bromohydration and bromofluorination of alkenes. It exists in the form of stable white needle-like crystals and exhibits solubility in various solvents such as CHCl₃, H₂O, and THF. The standard conditions for employing N-bromoacetamide in bromination reactions typically involve adding NBA to a solution of the alkene in aqueous acetone, dioxane, or THF mixtures at low temperatures, often around 0℃. However, the reaction conditions can be modified to yield different products. For instance, conducting the reaction in acetic acid can lead to the formation of bromoacetates, while employing anhydrous HF (hydrofluoric acid) in ether allows for the synthesis of 1,2-bromofluorides. The method involving 1,2-bromofluorides has found significant utility in the synthesis of various compounds, including fluorinated steroids, fluorinated amino acids, and other fluorine analogs of biologically important molecules.

Synonyms: N-Bromoacetamide (ACI); Acetobromamide; NBA