Reactions of
Carboxylic Acid Derivatives

For each of the reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry and stereochemistry of the reaction.

Click the mouse on the reactant molecule to view the answer;

click on the reagent to briefly review the reaction.





The reduction of a carboxylic acid with LiAlH4 results in the addition of two equivalents of hydride to the carbonyl, forming the primary alcohol.







The reaction of an acid halide with HLiAl(OC(CH3)3)3 will partially reduce the acid halide to yield the corresponding aldehyde.














The reaction of a nitrile with a Grignard reagent will add the Grignard to the nitrile carbon, converting the nitrile into the corresponding ketone.







The reduction of an acid anhydride with LiAlH4 results in the addition of two equivalents of hydride to the carbonyl, forming the primary alcohol.













The reduction of a carboxylic acid with LiAlH4 results in the addition of two equivalents of hydride to the carbonyl, forming the primary alcohol.



The reaction of an acid halide with HLiAl(OC(CH3)3)3 will partially reduce the acid halide to yield the corresponding aldehyde.









The reaction of a nitrile with a Grignard reagent will add the Grignard to the nitrile carbon, converting the nitrile into the corresponding ketone.








The reduction of an acid anhydride with LiAlH4 results in the addition of two equivalents of hydride to the carbonyl, forming the primary alcohol.