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Carboxylic Acids

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1. Which reaction sequence represents the best synthesis of benzoic acid (C6H5COOH)?

a. 1
b. 2
c. 3
d. 4
e. 5
2. What is the product of the following reaction sequence?

a. 1
b. 2
c. 3
d. 4
3. Which one of the following is the strongest acid?

a. 1
b. 2
c. 3
d. 4
e. 5
4. Compare the two methods shown for the preparation of carboxylic acids: Which one of the following statements correctly describes the preparation of butanoic acid from 1-bromopropane (R = CH3CH2CH2)?

a. Both Method 1 and Method 2 are appropriate for carrying out this conversion.
b. Neither Method 1 nor Method 2 is appropriate for carrying out this conversion.
c. Method 1 will work well, but Method 2 is not appropriate.
d. Method 2 will work well, but Method 1 is not appropriate.

5. Identify compound Z in the following sequence.

a. 1
b. 2
c. 3
d. 4
6. What is the product of the following reaction?

a. 1
b. 2
c. 3
d. 4
e. 5
7. What is compound Z in the following sequence?

a. 1
b. 2
c. 3
d. 4
e. 5
8.Compare the two methods shown for the preparation of carboxylic acids:
Which one of the following statements correctly describes the conversion that is shown below the two methods?

a. Both Method 1 and Method 2 are appropriate for carrying out this conversion.
b. Neither Method 1 nor Method 2 is appropriate for carrying out this conversion.
c. Method 1 will work well, but Method 2 is not appropriate.
d. Method 2 will work well, but Method 1 is not appropriate.

9. Which set of comparisons is correct?

1 stronger acid than acetic acid smaller equilibrium constant for hydration than acetone
2 weaker acid than acetic acid larger equilibrium constant for hydration than acetone
3 stronger acid than acetic acid larger equilibrium constant for hydration than acetone
4 weaker acid than acetic acid smaller equilibrium constant for hydration than acetone

a. 1
b. 2
c. 3
d. 4
10. A solution of 1-pentanol and butanoic acid in ether is shaken with aqueous sodium bicarbonate (NaHCO3) solution. Which of the following correctly describes the major organic contents of the two solutions?
Ether Solution Aqueous bicarbonate solution
1 1-Pentanol Butanoic Acid
2 1-Pentanol Sodium butanoate
3 Butanoic Acid 1-Pentanol
4 Sodium butanoate 1-Pentanol
5 Butanoic Acid Sodium pentoxide

a. 1
b. 2 - I totally guessed. If right or wrong, please explain how to get the right answer.
c. 3
d. 4
e. 5

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