Benzyl bromide

Description

Benzyl bromide is typically used for installing benzyl protecting groups on alcohols and amines. Benzyl bromide is a strong lachrymator and should be handled in a fume hood. Concentrating reaction mixtures on rotovaps that are not in a fume hood can lead to enough exposure for the irritating effects to be noticed. Purifying crude reaction material on automated purification machines outside a fume hood can also provide sufficient exposure to notice the effects (irritated eyes, coughing, etc.).

The Uses of Benzyl bromide

Benzyl bromide is widely useful in organic synthesis as a benzyl protecting group for alcohols and carboxylic acids. It is used in the preparation of foaming and frothing agents, quaternary ammonium compounds, peniclins, photographic chemicals, synthetic resins, dyes and plasticizers and esters. It is also involved in the synthesis of (E)-(2-Iodovinyl)benzene by reacting it with diiodomethane.

The Uses of Benzyl bromide

To a solution of the SM (10.0 g, 99.0 mmol) in ACN (300 mL) was added K2CO3 (39.4 g, 285 mmol) and BnBr (41.0 mL, 346.0 mmol). The reaction mixture was stirred at reflux for 3 h. Upon completion, the reaction mixture was quenched with H2O, extracted with EtOAc, dried (Na2SO4), and concentrated. The resulting material was purified by silica gel column chromatography (10% EtOAc/hexane) to provide the product as a white solid. [30 g, 78%]

What are the applications of Application

Benzyl bromide is a reagent and building block consisting of a benzene ring substituted with a bromomethyl group