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

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 major product(s):

Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: phenylacetonitrile or phenylethanenitrile

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

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

What is the order of increasing acidity for the following compounds? (least to most)

Draw the structure of polymer formed in the following reaction. Show only a single monomer.

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

Circle any of the following structures that are not considered to be derivatives of carboxylic acids.

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.

What is the IUPAC name of the following compound?

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

Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: prop-2-enenitrile

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

Write the complete stepwise mechanism for the basic hydrolysis of acetamide, shown below. Show all electron flow with arrows and draw all intermediate structures.

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

Which of the following best describes the key mechanistic steps in the reaction of an acid chloride and an alcohol to form an ester?

Rank the following compounds in order of increasing reactivity with a nucleophile.

Draw the structure of polymer formed in the following reaction. Show only a single monomer.

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):