Question 1

Identify the reaction class for the following reaction:

Accepted Answer

A)  Nucleophilic acyl substitution 
B)  α-substitution 
C)  carbonyl-carbonyl condensation 
D)  nucleophilic alkyl substitution 
A)  Nucleophilic acyl substitution 
B)  α-substitution 
C)  carbonyl-carbonyl condensation 
D)  nucleophilic alkyl substitution A

Question 2

Which of the following reagents, A-E, are suitable reagents for the following transformation? Please select all that apply.

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E B, E

Question 3

Predict the major product of the following reaction, at room temperature.

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
A)  A 
B)  B 
C)  C 
D)  D C

Question 4

For the following reaction, pick out the major product::

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 5

Rank the following molecules, A-D, in order of their ability to form enols (with 1 being most able and 4 the least able):

Accepted Answer

A)  Molecule A 
B)  Molecule B 
C)  Molecule C 
D)  Molecule D 
A)  Molecule A 
B)  Molecule B 
C)  Molecule C 
D)  Molecule D

Question 6

Rank the following molecules, A-D, in order of their relative acidity (where 1 is the most acidic and 4 is the least acidic):

Accepted Answer

A)  Molecule A 
B)  Molecule B 
C)  Molecule C 
D)  Molecule D 
A)  Molecule A 
B)  Molecule B 
C)  Molecule C 
D)  Molecule D

Question 7

Which of the following reagents, A-E, is a suitable reagent for the following transformation?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 8

Rank the following molecules, A-D, in order of their relative electrophilicity (where 1 is the most electrophilic and 4 is the least electrophilic):

Accepted Answer

A)  Molecule A 
B)  Molecule B 
C)  Molecule C 
D)  Molecule D 
A)  Molecule A 
B)  Molecule B 
C)  Molecule C 
D)  Molecule D

Question 9

How can the formation of ethyl butanoate from butanoic acid and ethanol be favoured? Please select all that apply.

Accepted Answer

A)  Add a drying agent (e.g. molecular sieves) 
B)  Distillation (e.g. using a Dean-Stark trap) 
C)  Lower reaction temperature (e.g. ice bath) 
D)  Use water as a solvent 
E)  Use ethanol as a solvent 
A)  Add a drying agent (e.g. molecular sieves) 
B)  Distillation (e.g. using a Dean-Stark trap) 
C)  Lower reaction temperature (e.g. ice bath) 
D)  Use water as a solvent 
E)  Use ethanol as a solvent

Question 10

A Dieckmann reaction is an example of what type of process? Please select all that apply.

Accepted Answer

A)  Saponification reaction 
B)  Claisen condensation reaction 
C)  An intramolecular reaction 
D)  SN2 reaction 
A)  Saponification reaction 
B)  Claisen condensation reaction 
C)  An intramolecular reaction 
D)  SN2 reaction

Question 11

Identify the major enol of methyl 3-oxopentanoate.

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
A)  A 
B)  B 
C)  C 
D)  D

Question 12

For the following Claisen reaction, pick out the product:

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 13

From the following reactions, A-D, pick out those which lead to the formation of ethyl acetate (ethyl ethanoate). Please select all that apply.

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
A)  A 
B)  B 
C)  C 
D)  D

Question 14

For the following reaction, pick out the product:

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 15

Which of the following reagents, A-D, is a suitable reagent for the following transformation?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
A)  A 
B)  B 
C)  C 
D)  D

Question 16

For the following reaction, pick out a suitable rate profile from A-D for this transformation:

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
A)  A 
B)  B 
C)  C 
D)  D

Question 17

Which of the following reagents, A-E, is a suitable reagent for the following transformation?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 18

For the following reaction, pick out the major product:

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 19

For the following reaction, pick out the products. Please select all that apply.

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 20

From the following equilibrium, pick out the approximate equilibrium constant for this process:

Accepted Answer

A)  10-0.64 
B)  10-1.56 
C)  10-9 
D)  10-12 
E)  10-16 
A)  10-0.64 
B)  10-1.56 
C)  10-9 
D)  10-12 
E)  10-16

Exam 24: Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution and Α-Substitution Reactions

Identify the reaction class for the following reaction:

Which of the following reagents, A-E, are suitable reagents for the following transformation? Please select all that apply.

Predict the major product of the following reaction, at room temperature.

For the following reaction, pick out the major product::

Rank the following molecules, A-D, in order of their ability to form enols (with 1 being most able and 4 the least able):

Rank the following molecules, A-D, in order of their relative acidity (where 1 is the most acidic and 4 is the least acidic):

Which of the following reagents, A-E, is a suitable reagent for the following transformation?

Rank the following molecules, A-D, in order of their relative electrophilicity (where 1 is the most electrophilic and 4 is the least electrophilic):

How can the formation of ethyl butanoate from butanoic acid and ethanol be favoured? Please select all that apply.

A Dieckmann reaction is an example of what type of process? Please select all that apply.

Identify the major enol of methyl 3-oxopentanoate.

For the following Claisen reaction, pick out the product:

From the following reactions, A-D, pick out those which lead to the formation of ethyl acetate (ethyl ethanoate). Please select all that apply.

For the following reaction, pick out the product:

Which of the following reagents, A-D, is a suitable reagent for the following transformation?

For the following reaction, pick out a suitable rate profile from A-D for this transformation:

Which of the following reagents, A-E, is a suitable reagent for the following transformation?

For the following reaction, pick out the major product:

For the following reaction, pick out the products. Please select all that apply.

From the following equilibrium, pick out the approximate equilibrium constant for this process:

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Halogenoalkanes: Substitution and Elimination Reactions

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