21.11: Additional Exercises
- Page ID
- 166443
General Review
21-1 Provide the products for the following reactions.
21-2 Provide the proper IUPAC name for the product of the following reaction.
Synthesis of Carboxylic Acids
21-3 For the following reactions, predict the final product and provide their proper IUPAC nomenclature.
21-4 Propose another method of synthesis (starting with cyclopentane) to make the product in the previous question, 21-3.a.
21-5 Choose the correct alkene that was oxidatively cleaved by hot, concentrated potassium permanganate to form 3-methylbutanoic acid.
a) (4E/Z)-oct-4-ene
b) (4E/Z)-2-methyloct-4-ene
c) (4E/Z)-2,7-dimethyloct-4-ene
d) (3E/Z)-2,5-dimethylhex-3-ene
Reactions of Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution
21-6 Provide the structures of the products of the following reactions.
21-7 Provide the structure of the product that forms when propanoic acid reacts with thionyl chloride, then an excess of CH3CH2MgBr and finally followed by an acid workup.
21-8 Choose the correct product of the following reaction.
Condensation of Acids with Alcohols: the Fischer Esterification
21-9 Predict the product of the following Fischer Esterification reaction.
21-10 Choose the correct product of the following Fischer Esterification reaction.
21-11 Predict the product of the following reaction (use a benzene ring with a total of two para-oriented substituents).
Condensation of Acids with Amines: Direct Synthesis of Amides
21-12 Give the structure of the product of the following reaction.
21-13 Choose the correct IUPAC nomenclature of the product and provide its structure.
a) benzyl 4-bromohexanoate
b) (4E)-N-benzylhex-4-enamide
c) N-benzyl-4-bromohexanamide
d) 4-bromo-N-phenylhexanamide
21-14 Provide the structure of the final product.
Alkylation of Carboxylic Acids to Form Ketones
21-15 Predict the product of the following reaction.
21-16 Explain why two equivalents of organolithium reagent is necessary to alkylate carboxylic acids (see problem 20-1).
21-17 Give the products of the following reactions.