Question 1

Which of the following statements about resonance structures is correct?

Accepted Answer

Resonance structures differ only in the arrangement of electrons.

Question 2

Which of the following is the correct IUPAC name for the structure shown below?

(See image: 3-ethyl-2-methyl-1-heptane)

Accepted Answer

3-ethyl-2-methylheptane

Question 3

Which of the following acids is the weakest?

A. $$\mathrm{ClCH_2CH_2COOH}
B$$. $$\mathrm{C_2H_5COOH}
C$$. $$\mathrm{CH_4$}
D$$. $$\mathrm{CH_3CHClCOOH}
E$$. $$\mathrm{C_3H_7OH}$$

Accepted Answer

$$\mathrm{CH_4$}$$

Question 4

Which of the following statements is FALSE regarding hybridization?

Accepted Answer

Both oxygen atoms in acetic acid ($$\mathrm{CH_3COOH}) $$are $$sp^3$$ hybridized.

Question 5

Which of the following best describes the relationship between the following two structures?

(See image: NH2-CO-CH=CH2 and NH2-CO^(-)=CH-CH2^+)

Accepted Answer

Resonance structures

Question 6

Which of the following compounds will have the highest boiling point?

A. $$\mathrm{CH_3OCH_3}
B$$. $$\mathrm{CH_3CH_2OH}$$

Accepted Answer

$$\mathrm{CH_3CH_2OH}$$

Question 7

Which of the following is the most stable chair conformation for trans-1,3-dimethylcyclohexane?

Accepted Answer

Both methyl groups are equatorial

Question 8

Which of the following statements about acid-base reactions is correct?

Accepted Answer

A strong base produces a weak conjugate acid upon protonation.

Question 9

Which of the following is the correct order of acid strength (weakest to strongest) for the following compounds?

A. $$\mathrm{ClCH_2CH_2COOH}
B$$. $$\mathrm{C_2H_5COOH}
C$$. $$\mathrm{CH_4$}
D$$. $$\mathrm{CH_3CHClCOOH}
E$$. $$\mathrm{C_3H_7OH}$$

Accepted Answer

C, E, B, A, D

Question 10

Which of the following is NOT a correct statement about electronegativity?

Accepted Answer

Nitrogen is more electronegative than oxygen.

Question 11

Which of the following best describes the relationship between the following two structures?

(See image: two cyclopentane rings, one with a wedge and one with a dash)

Accepted Answer

Stereoisomers

Question 12

Which of the following is the correct hybridization for the nitrogen atom in $$\mathrm{CH_2NH}$$?

Accepted Answer

$$sp^2$$

Question 13

Which of the following is the correct product for the acid-base reaction:

$$\mathrm{CH_3COOH + (CH_3$)_3N \rightarrow}$$

Accepted Answer

$$\mathrm{CH_3COO^- + (CH_3$)_3NH^+}$$

Question 14

Which of the following is a correct statement about boiling points of isomers?

A. $$\mathrm{CH_3OCH_3}
B$$. $$\mathrm{CH_3CH_2OH}$$

Accepted Answer

$$\mathrm{CH_3CH_2OH}$$ boils at a higher temperature than $$\mathrm{CH_3OCH_3}.$$

Question 15

Which of the following is the correct relationship between the following two structures?

(See image: two cyclohexane chairs with different substituent positions)

Accepted Answer

Conformations

Question 16

Which of the following is the correct major resonance contributor for the acetate ion ($$\mathrm{CH_3COO^-}$$)?

Accepted Answer

Both oxygen atoms share the negative charge equally.

Question 17

Which of the following is the correct IUPAC name for the structure shown below?

(See image: bicyclo[3.2.1]octane)

Accepted Answer

bicyclo[3.2.1]octane

Question 18

Which of the following is the correct product for the acid-base reaction:

$$\mathrm{CH_3COOH + CH_3Li \rightarrow}$$

Accepted Answer

$$\mathrm{CH_4$ + Li^+ + CH_3COO^-}$$

Organic Chemistry I: Foundational Concepts and Practice Problems

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