Exam 16: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Draw the major product of the following reaction.

Consider the reaction below to answer the following question(s). -Refer to instructions. This reaction is an example of:

What is the IUPAC name of the following compound?

What is the correct assignment of the functional groups in the following compounds?

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

Which of the following compounds is a 2° amide?

The two spectra below belong to acetic acid (ethanoic acid) and its isomer, methyl formate (methyl methanoate). Which spectrum corresponds to which compound? Explain your answer. (Spectra obtained from SDBSWeb: http://www.aist.go.jp/RIODB/SDBS)

Draw the major product of the following reaction (which affords a penicillin derivative).

Consider the reaction below to answer the following question(s). -Refer to instructions. Write the complete stepwise mechanism for this reaction. Show intermediate structures and all electron flow with arrows.

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

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

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. What would be the identity of A, B and C needed to produce the following compound?

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

What is the correct structure for phenylbenzoate?

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

Tell which spectroscopic technique you would use to distinguish between the two members of the pair. Tell what differences you would expect to see. -Identify spectroscopic technique:

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

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

Tell which spectroscopic technique you would use to distinguish between the two members of the pair. Tell what differences you would expect to see. -Identify spectroscopic technique:

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