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18 Nov 2019

Draw the chemical equation for the described process

Bromination of Acetanilide

Place 25 mg (0.19 mmol) of acetanilide into a 3.0-mL conical vial. Add 4 drops of glacial acetic acid using a medicine dropper. Stirring with a glass rod may be necessary to help dissolve the acetanilide. Now, in the hood, add to the clear solution three drops of the bromine-acetic acid solution. Cap the vial immediately. Allow the reddish-brown solution to stand at room temperature for 10 min with intermittent shaking (use caution). During this period, yellow-orange colored crystals precipitate from the solution. Add 0.5 mL of distilled water to the reaction mixture with swirling, followed by 5 drops of aqueous sodium bisulfite solution (33%). This treatment destroys the unreacted bromine (and its residual color) and results in white crystals. Cool the reaction mixture in an ice bath for 10 min to maximize the yield of product. Collect the white crystals of 4-bromoacetanilide by vacuum filtration. Wash the filter cake with three 0.25-mL portions of cold water and partially dry by drawing air through the crystals under reduced pressure for approximately 5 min.

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Irving Heathcote
Irving HeathcoteLv2
7 Aug 2019

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