Exam 21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Exhibit 21-4 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 Fischer esterification. -Refer to Exhibit 21-4.Compound C functions as _____ in this reaction.

Consider the structure given below which might be found in a protein. Which of the following is not applicable to this structure?

Which of the following will take place via nucleophilic acyl substitution?

Name the following substance.Atoms other than carbon and hydrogen are labeled.

What is the name of the product when the following substance reacts with NaCH₃COO? Atoms other than carbon and hydrogen are labeled.

​Draw the mechanism of the Fischer esterification of butanoic acid,in the presence of ethanol and hydrochloric acid,which is the catalyst.

What is the product when the following substance reacts with trimethylamine ((CH₃)₃N)? Atoms other than carbon and hydrogen are labeled.

Exhibit 21-3 Consider the reaction below to answer the following question(s): -Refer to Exhibit 21-3.The product of this reaction is:

Draw the mechanism of acid-catalyzed hydrolysis of propyl ethanoate to yield propanoic acid.​

Exhibit 21-2 Consider the reaction below to answer the following question(s): Acid halides react with diazomethane to yield diazoketones.Excess diazomethane is used to prevent the HCl produced in the reaction from reacting with the diazoketone. -Refer to Exhibit 21-2.Diazomethane is an example of a dipolar molecule;a molecule which is neutral overall but has charges on individual atoms.One resonance form of diazomethane is drawn below.Draw the Lewis structure of the other resonance form of diazomethane.Be sure to include all formal charges.

Exhibit 21-3 Consider the reaction below to answer the following question(s): -Refer to Exhibit 21-3.The purpose of the base catalyst in this reaction is:

Exhibit 21-9 Refer to the data below to answer the following question(s): Kodel is a staple and filament fiber prepared from dimethyl terephthalate and 1,4-cyclohexanedimethanol.Fabric made from Kodel has good crease resistance. -Refer to Exhibit 21-9.Kodel is an example of:

Based on the following spectrum the sample used would probably be classified as a(n):

Aklomide,2-chloro-4-nitrobenzamide,is an ingredient in veterinary antibacterial preparations.Propose a synthesis of aklomide starting with toluene.Show all reagents and all intermediate structures.

Draw: 2-propenamide

​Draw the mechanism of base-induced hydrolysis of ethyl propanoate.

Name:

Exhibit 21-2 Consider the reaction below to answer the following question(s): Acid halides react with diazomethane to yield diazoketones.Excess diazomethane is used to prevent the HCl produced in the reaction from reacting with the diazoketone. -Refer to Exhibit 21-2.The intermediate structures for the mechanism for the reaction of propanyl chloride with diazomethane are provide below.Show all electron flow with arrows on these structures.

Name: ​

Exhibit 21-3 Consider the reaction below to answer the following question(s): -Refer to Exhibit 21-3.Write the complete stepwise mechanism for this reaction.Show intermediate structures and all electron flow with arrows.