Exam 10: Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Instructions: Draw structures corresponding to each of the following IUPAC names. Draw: 2,5-dihydroxybenzoic acid

Instructions: Draw structures corresponding to each of the following IUPAC names. Draw: cis-cyclopentane-1,3-dicarboxylic acid

Instructions: Consider the information below to answer the following question(s). The reaction of a carboxylic acid with an alcohol in the presence of acid is termed a Fischer esterification. Refer to instructions. Compound C functions as _____ in this reaction. A) a base scavenger B) a solvent C) a catalyst D) a neutralizer

Instructions: Provide the missing structure(s) or reagent(s) for each reaction or sequences of reactions. Show all relevant stereochemistry. Provide missing structure(s):

What is the major organic product obtained from the following reaction?

Which of the following is the correct order of decreasing reactivity in hydrolysis reactions (more reactive > less reactive)?

Instructions: Consider the information below to answer the following question(s). The reaction of a carboxylic acid with an alcohol in the presence of acid is termed a Fischer esterification. Refer to instructions. The nucleophile in this reaction is indicated by letter _____.

Instructions: Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. Give the major product(s):

Choose the best reagent(s) for carrying out the following conversion. a. H $_2$ /Pd b. NaBH $_4$ , ethanol c. 1. LiAlH $_4$ , ether 2. H $_3$ O $^+$ d. all of the above

Which of the following compounds is a 2 $\degree$ amide?

Instructions: Consider the data in the table below to answer the following question(s). Refer to instructions. Draw the structure of the strongest acid in the table.

Ethyl phenylacetate is a pleasant smelling compound used in perfumery. Draw structures for each of the intermediates in the synthesis of ethyl phenylacetate below.

Draw the structure of (Z)-4-methylhex-3-enoic acid.

Instructions: Consider the data in the table below to answer the following question(s). Refer to instructions. Which of the acids in the table has the strongest conjugate base?

What is the major organic product produced by the following reaction?

Instructions: Provide the missing structure(s) or reagent(s) for each reaction or sequences of reactions. Show all relevant stereochemistry. Provide missing structure(s):

Instructions: Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. Give the major product(s):

What is the order of decreasing reactivity towards nucleophilic acyl substitution for the carboxylic acid derivatives? (most reactive first)

What is the major organic product obtained from the following reaction?

Instructions: Provide IUPAC names for the structures in the following question(s). Name: