4.19: Extra Problems with Nucleophilic Substitution and Elimination

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Exercise \(\PageIndex{1}\)

Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, carboxylic substitution, enolates, addition to carbonyl (anionic nucleophiles).

Exercise \(\PageIndex{2}\)

Fill in the missing items in the following synthesis. Includes: addition to carbonyls (anionic nucleophiles, neutral nucleophiles, aliphatic nucleophilic substitution, Mitsunobu reaction).

Exercise \(\PageIndex{3}\)

Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution,sulfonate substitution, Mitsunobu reaction, silyl ether cleavage, nucleophilic substitution of epoxides, elimination / dehydration.

Exercise \(\PageIndex{4}\)

Fill in the missing items in the following synthesis. Includes: addition to carbonyls (ylides), nucleophilic substitution of epoxides, carboxylic substitution.

Exercise \(\PageIndex{5}\)

Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, carboxylic substitution, sulfonate substitution, addition to nitriles, addition to carbonyls (ylides).

Exercise \(\PageIndex{6}\)

Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, carbonyl addition (anionic nucleophiles, acetals, ylides), carboxylic substitution, silyl ethers.