Summary

Aldehydes and ketones are among the most important of all functional groups, both in the chemical industry and in biological pathways. In this chapter, we’ve looked at some of their typical reactions. Aldehydes are normally prepared in the laboratory by oxidation of primary alcohols or by partial reduction of esters. Ketones are similarly prepared by oxidation of secondary alcohols.

The nucleophilic addition reaction is the most common general reaction type for aldehydes and ketones. Many different kinds of products can be prepared by nucleophilic additions. Aldehydes and ketones are reduced by NaBH4 or LiAlH4 to yield primary and secondary alcohols, respectively. Addition of Grignard reagents to aldehydes and ketones also gives alcohols (secondary and tertiary, respectively), and addition of HCN yields cyanohydrins. Primary amines add to carbonyl compounds yielding imines, or Schiff bases, and secondary amines yield enamines. Alcohols add to carbonyl groups to yield acetals, which are valuable as protecting groups.

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Fundamentals of Organic Chemistry-OpenStax Adaptation Copyright © by Kirsten Kramer and Cassandra Lilly is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License, except where otherwise noted.

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