Chem. 262 Notes 7

Chem. 262 Notes 7 - Experiment VII: In this experiment, you...

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Experiment VII: In this experiment, you will convert the carboxylic acid that you purified in Experiment II to its amide derivative. The reaction sequence is a general one for carboxylic acids, wherein the -COOH group is first converted to the acid chloride functionality. Acyl halides are reactive toward nucleophiles and can be converted into amides and esters using amines and alcohols, respectively. 2. (a) Why is the carboxylic acid converted to an acyl chloride in this experiment? The carboxylic acid is converted to an acyl chloride in this experiment to direct the reaction toward the desired amide product. By replacing the hydroxyl group of the carboxylic acid with a chloride atom, a good leaving group is created. The chloride is then readily substituted when the NO 2 group attacks the acyl chloride and replaces the chloride ion. (b) What product would you expect if this acyl chloride were treated with ethanol instead of ammonium hydroxide? If the acyl chloride in this experiment were treated with ethanol instead of ammonium hydroxide,
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