Question 1

Which of the following statements about resonance structures is correct?

Accepted Answer

Resonance structures differ only in the arrangement of electrons, not the arrangement of atoms.

Question 2

Which of the following compounds has the highest boiling point?

Accepted Answer

$$\mathrm{CH_3CH_2OH}$$

Question 3

What is the correct IUPAC name for the following structure?

[Structure: 3-ethyl-2-methylheptane]

Accepted Answer

The name is not correct according to IUPAC rules.

Question 4

Rank the following acids in order of increasing strength (weakest to strongest):
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 5

Which of the following statements is true regarding the hybridization of oxygen atoms in acetic acid ($$\mathrm{CH_3COOH}$$)?

Accepted Answer

One oxygen is $$sp^2$$ and the other is $$sp^3$$ hybridized.

Question 6

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

[Structure: Two pentane rings, one with a wedge bond, one with a dash bond at the same position]

Accepted Answer

Stereoisomers

Question 7

What is the formal charge on the nitrogen atom in methylamine ($$\mathrm{CH_3NH_2}$$)?

Accepted Answer

$$0$$

Question 8

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

Accepted Answer

Both methyl groups are equatorial.

Question 9

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

Accepted Answer

A strong base produces a weak conjugate acid upon protonation.

Question 10

Which of the following is a correct statement about the electronegativity of oxygen and nitrogen?

Accepted Answer

Oxygen is more electronegative than nitrogen.

Question 11

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

[Structure: Two molecules, one with a single bond and one with a double bond between the same atoms]

Accepted Answer

Structural isomers

Question 12

Which of the following is the least stable conformation of ethane?

Accepted Answer

Eclipsed conformation

Question 13

Which of the following is a correct statement about the boiling points of $$\mathrm{CH_3OCH_3}$$ and $$\mathrm{CH_3CH_2OH}$$?

Accepted Answer

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

Question 14

Which of the following is the correct hybridization for the nitrogen atom in the imidazole ring (shown below)?

$$\mathrm{\begin{array}{c} 	ext{H} \ | \ 	ext{N} \ / \ 	ext{C} = 	ext{C} - 	ext{N} \end{array}}$$

Accepted Answer

$$sp^2$$

Question 15

Which of the following is a correct statement about double bonds?

Accepted Answer

Double bonds are made of one $$\sigma$$ and one $$\pi$$ bond.

Question 16

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

[Structure: Two molecules, one with a positive charge on nitrogen and a negative charge on oxygen, the other neutral]

Accepted Answer

Resonance structures

Question 17

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 18

Which of the following is the correct hybridization for the boron atom in $$\mathrm{H_3CO-BH_2$}$$?

Accepted Answer

$$sp^2$$

Organic Chemistry I Study Guide: Structural Drawing, Conformations, Acid-Base, Resonance, and Isomer Relationships

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