Question 1

Which of the following molecules has a net dipole moment of zero?

Accepted Answer

Carbon dioxide ($$CO_2)$$

Question 2

Which of the following is the correct condensed structural formula for butan-2-ol?

Accepted Answer

$$CH_3CH(OH)CH_2CH_3$$

Question 3

Which of the following statements about resonance structures is TRUE?

Accepted Answer

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

Question 4

Which of the following is the conjugate base of acetic acid ($$CH_3COOH$$)?

Accepted Answer

$$CH_3COO^-$$

Question 5

Which of the following molecules is most acidic?

Accepted Answer

Trifluoroacetic acid ($$CF_3COOH)$$

Question 6

Which of the following is NOT a valid Lewis structure for ozone ($$O_3$$)?

Accepted Answer

A structure with three single bonds between the oxygens.

Question 7

Which of the following best describes the hybridization of the central carbon atom in formaldehyde ($$CH_2O$$)?

Accepted Answer

$$sp^2$$

Question 8

Which of the following Newman projections represents the most stable conformation of butane?

Accepted Answer

Staggered anti conformation

Question 9

Which of the following is a correct statement about chiral molecules?

Accepted Answer

A chiral molecule cannot be superimposed on its mirror image.

Question 10

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

$$CH_3CH_2CH(CH_3$)CH_2CH_3$$

Accepted Answer

3-Methylpentane

Question 11

Which of the following statements about cis-trans isomerism is correct?

Accepted Answer

Cis-trans isomerism occurs in alkenes when each carbon of the double bond has two different substituents.

Question 12

Which of the following is the correct order of acidity for the following compounds?

$$CH_3CH_2OH$$, $$CH_3COOH$$, $$C_6H_5OH$$

Accepted Answer

$$CH_3COOH \u003e C_6H_5OH \u003e CH_3CH_2OH$$

Question 13

Which of the following is a correct statement about formal charge?

Accepted Answer

Formal charge is calculated by subtracting the number of electrons assigned to an atom in the Lewis structure from the number of valence electrons in the free atom.

Question 14

Which of the following best describes the geometry around the nitrogen atom in ammonia ($$NH_3$$)?

Accepted Answer

Trigonal pyramidal

Question 15

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

Compound A: $$CH_3CH(OH)CH_3$
Compound B: CH_3CH(OH$$)$$CH_3 ($$mirror image)

Accepted Answer

They are identical and achiral.

Question 16

Which of the following is a correct statement about Newman projections?

Accepted Answer

Newman projections are used to visualize the conformation of molecules by looking down a specific bond axis.

Question 17

Which of the following is the correct electron-pushing arrow mechanism for the deprotonation of a carboxylic acid by hydroxide ion?

Accepted Answer

Arrow from $$OH^-$$ lone pair to the acidic hydrogen, arrow from O-H bond to carboxylate oxygen.

Question 18

Which of the following statements about rotational symmetry in molecules is correct?

Accepted Answer

A molecule with rotational symmetry may be achiral if it can be superimposed on its mirror image.

Question 19

Which of the following is the correct assignment of R/S configuration for the chiral center in lactic acid ($$CH_3CH(OH)COOH) if $$the priorities are: $$COOH \u003e OH \u003e CH_3$ \u003e H$$ and the lowest priority group is oriented away from the viewer?

Accepted Answer

S

Question 20

Which of the following is a correct statement about the stability of chair conformations in cyclohexane?

Accepted Answer

The chair conformation with bulky substituents in the equatorial positions is more stable.

Fundamental Concepts in Organic Chemistry: Structure, Acidity, Conformation, and Stereochemistry

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