Question 1

Which of the following is the correct IUPAC name for the compound with the structure:

$$\mathrm{CH_3$-CH_2$-CH(CH_3$)-CH_2$-CH_3$}$$?

Accepted Answer

2-methylpentane

Question 2

What is the hybridization of the central carbon atom in acetonitrile ($$\mathrm{CH_3CN}$$)?

Accepted Answer

$$\mathrm{sp}$$

Question 3

How many $$\pi-$$bonds are present in benzene ($$\mathrm{C_6H_6}$$)?

Accepted Answer

3

Question 4

Which of the following best describes the resonance stabilization in the acetate ion ($$\mathrm{CH_3COO^-}$$)?

Accepted Answer

The negative charge is delocalized equally over both oxygen atoms.

Question 5

Which of the following is the correct structure for 2,2,4-trimethylheptane?

Accepted Answer

A heptane chain with methyl groups at carbons 2, 2, and 4.

Question 6

What is the formal charge on the nitrogen atom in the resonance structure $$\mathrm{S=C=N^-}$$ for thiocyanate ($$\mathrm{SCN^-}$$)?

Accepted Answer

-1

Question 7

Which of the following statements best explains why phenol is more acidic than benzyl alcohol?

Accepted Answer

The phenoxide ion is resonance stabilized, delocalizing the negative charge over the aromatic ring.

Question 8

Calculate the degree of unsaturation (DBE/IHD) for $$\mathrm{C_6H_{10}}.$$

Accepted Answer

2

Question 9

Which conformation of methylcyclohexane is more stable and why?

Accepted Answer

The chair conformation with the methyl group in the equatorial position, due to minimized 1,3-diaxial interactions.

Question 10

Which of the following best describes the most stable chair conformation of trans-1,2-dimethylcyclohexane?

Accepted Answer

Both methyl groups are in equatorial positions.

Question 11

Given the equilibrium below shifts to the right, what can you conclude about the relative $$pK_a$$ values of phenol and cyclohexanol?

$$\mathrm{Phenol + Base \rightleftharpoons Phenoxide^- + Acid}$$

Accepted Answer

Phenol has a lower $$pK_a$$ than cyclohexanol.

Question 12

Which of the following functional groups is NOT present in morphine?

Accepted Answer

Carboxylic acid

Question 13

What is the degree of unsaturation (DBE/IHD) for $$\mathrm{C_7H_7ClO}$$?

Accepted Answer

5

Question 14

Which of the following best describes the staggered conformation of propane ($$\mathrm{CH_3CH_2CH_3}$$)?

Accepted Answer

The hydrogens on adjacent carbons are as far apart as possible.

Question 15

Which of the following is the correct Lewis structure for formaldehyde ($$\mathrm{CH_2O}$$)?

Accepted Answer

A central carbon atom double bonded to oxygen and single bonded to two hydrogens.

Question 16

Which of the following is NOT a valid resonance structure for the thiocyanate ion ($$\mathrm{SCN^-}$$)?

Accepted Answer

$$\mathrm{S^+=C=N$$^{2-}$$}$$

Question 17

Which of the following best describes the relationship between line-bond and skeletal structures?

Accepted Answer

Skeletal structures omit hydrogen atoms bonded to carbons and show only the carbon skeleton.

Question 18

Which of the following is the correct IUPAC name for a compound with a decane backbone, a methyl group at carbon 3, and an isopropyl group at carbon 4?

Accepted Answer

4-isopropyl-3-methyldecane

Question 19

Which of the following functional groups is present in chicoric acid but NOT in morphine?

Accepted Answer

Carboxylic acid

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