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.