Final Exam Questions: Homework 10

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10.1 #5

Write the IUPAC name corresponding to the following structure:

10.12

What product would you expect from the Robinson annulation between the compounds shown below? Draw the structure of the expected product and a mechanism showing how it was formed.

10.11

What product would you obtain from a base-catalyzed Michael reaction between 2,4-pentadione with each of the following acceptors?

10.1 #1

Write the IUPAC name corresponding to the following structure:

10.1 #2

Write the IUPAC name corresponding to the following structure:

10.1 #3

Write the IUPAC name corresponding to the following structure:

10.1 #4

Write the IUPAC name corresponding to the following structure:

10.1 #6

Write the IUPAC name corresponding to the following structure:

10.1 #7

Write the IUPAC name corresponding to the following structure:

10.2 #1

Draw the structure corresponding to the following name:

10.2 #2

Draw the structure corresponding to the following name:

10.2 #3

Draw the structure corresponding to the following name:

10.2 #4

Draw the structure corresponding to the following name:

10.2 #5

Draw the structure corresponding to the following name:

10.3 #1

For each group below, rank the compounds in order of increasing acidity.

10.3 #2

For each group below, rank the compounds in order of increasing acidity.

10.5

Carboxylic acids can also be prepared by the carboxylation of Grignard Reagants with CO2, as shown in the example below:

10.4

Carboxylic acids can be prepared by the hydrolysis of nitriles (R-CN) as shown in the example below:

10.9

Show how of the following compounds can be prepared using the malonic ester or acetoacetic ester synthesis.

10.10

Show how you could synthesize ethyl geranylacetate, the main component of rose oil, from the terpenoid geraniol shown below.

10.13

Show how you could synthesize the following alpha, beta-unsaturated ketone.

10.6

The insect repellant N,N-diethyl-m-toluamide (DEET) can be synthesized from m-bromotoluene following the route below. Draw the missing structures.

10.7

Ibuprofen can be prepared from isobutyl benzene following the route below. Draw the missing structures.

10.8

If a mixture of ethyl acetate and ethyl benzoate is treated with a base, a mixture of two Claisen condensation products is obtained. Draw the structure of the two products.

10.14 #1

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.

10.14 #2

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.

10.14 #3

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.

10.14 #4

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.

10.14 #5

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.

10.14 #6

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.

10.14 #7

Reactions Practice. Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or reaction type.


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