Q: Which of the following is the correct formula for formal charge? A. $$FC = \frac{1}{2}(\text{number of bonding electrons}) - \text{number of nonbonding electrons} B$$. $$FC = \text{number of valence electrons} - (\text{number of nonbonding electrons} + \frac{1}{2}\text{number of bonding electrons}) C$$. $$FC = \text{number of valence electrons} - (\text{number of nonbonding electrons} + \text{number of bonding electrons}) D$$. $$FC = \text{number of valence electrons} + (\text{number of nonbonding electrons} - \frac{1}{2}\text{number of bonding electrons})$$

$$FC = \text{number of valence electrons} - (\text{number of nonbonding electrons} + \frac{1}{2}\text{number of bonding electrons})$$

Question 1

Which of the following molecules has the highest boiling point, considering both hydrogen bonding and molecular weight?

A. $$CH_3CH_2OH 
B$$. $$CH_3OCH_3 
C$$. $$CH_3CH_2CH_2CH_3 
D$$. $$CH_3CH_2CH_2OH$$

Accepted Answer

$$CH_3CH_2CH_2OH$$

Question 2

Which of the following is the correct Lewis structure for the nitrate ion, $$NO_3$$^-$$?

Accepted Answer

One double bond and two single bonds between N and O, with resonance among the oxygens

Question 3

Which of the following statements about resonance structures is TRUE?

Accepted Answer

The actual molecule is a hybrid of all valid resonance structures

Question 4

Given the following acid-base reaction:

$$CH_3COOH + NH_3$ \rightarrow CH_3COO^- + NH_4$^+$$

Which species acts as the base?

Accepted Answer

$$NH_3$$

Question 5

Which of the following compounds is expected to have the lowest melting point?

A. $$NaCl
B$$. $$CH_3CH_2CH_2CH_3
C$$. $$CH_3CH_2OH
D$$. $$C_6H_{12} ($$cyclohexane)

Accepted Answer

$$C_6H_{12} ($$cyclohexane)

Question 6

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

$$CH_3CH_2CH(CH_3$)CH_2CH_3$$

Accepted Answer

2-methylpentane

Question 7

Which of the following statements about Newman projections is CORRECT?

Accepted Answer

The anti conformation is the most stable staggered conformation

Question 8

Which of the following is the strongest acid?

A. $$CH_3CH_2OH
B$$. $$CF_3SO_3H
C$$. $$H_2O
D$$. $$CH_3COOH$$

Accepted Answer

$$CF_3SO_3H$$

Question 9

Which of the following molecules contains a dipole-dipole interaction but not hydrogen bonding?

A. $$CH_3CH_2CH_2CH_3
B$$. $$CH_3OCH_3
C$$. $$CH_3CH_2OH
D$$. $$H_2O$$

Accepted Answer

$$CH_3OCH_3$$

Question 10

Which of the following is the correct order of boiling points for the following compounds?

$$CH_3CH_2CH_2CH_3$$, $$CH_3CH_2OH$$, $$CH_3OCH_3$$

Accepted Answer

$$CH_3CH_2CH_2CH_3 \u003c CH_3OCH_3 \u003c CH_3CH_2OH$$

Question 11

Which of the following is the correct skeletal structure for benzene?

Accepted Answer

A six-membered ring with alternating single and double bonds

Question 12

Which of the following statements about acid strength is TRUE?

Accepted Answer

Acid strength increases with decreasing pKa

Question 13

Which of the following is the correct formula for formal charge?

A. $$FC = \frac{1}{2}(	ext{number of bonding electrons}) - 	ext{number of nonbonding electrons}
B$$. $$FC = 	ext{number of valence electrons} - (	ext{number of nonbonding electrons} + \frac{1}{2}	ext{number of bonding electrons})
C$$. $$FC = 	ext{number of valence electrons} - (	ext{number of nonbonding electrons} + 	ext{number of bonding electrons})
D$$. $$FC = 	ext{number of valence electrons} + (	ext{number of nonbonding electrons} - \frac{1}{2}	ext{number of bonding electrons})$$

Accepted Answer

$$FC = 	ext{number of valence electrons} - (	ext{number of nonbonding electrons} + \frac{1}{2}	ext{number of bonding electrons})$$

Question 14

Which of the following is the correct order of acid strength?

A. $$H_2O \u003c CH_3CH_2OH \u003c CH_3COOH \u003c CF_3SO_3H
B$$. $$CF_3SO_3H \u003c CH_3COOH \u003c CH_3CH_2OH \u003c H_2O
C$$. $$CH_3COOH \u003c CF_3SO_3H \u003c CH_3CH_2OH \u003c H_2O
D$$. $$CH_3CH_2OH \u003c H_2O \u003c CH_3COOH \u003c CF_3SO_3H$$

Accepted Answer

$$H_2O \u003c CH_3CH_2OH \u003c CH_3COOH \u003c CF_3SO_3H$$

Question 15

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

$$CH_3CH_2CH_2CH_2CH_3$$

Accepted Answer

Pentane

Question 16

Which of the following molecules will have the highest dipole moment?

A. $$CH_4
B$$. $$CH_3Cl
C$$. $$CCl_4
D$$. $$CH_3CH_3$$

Accepted Answer

$$CH_3Cl$$

Question 17

Which of the following is the correct order of increasing boiling point for the following compounds?

A. $$CH_4$$ \u003c CH_3CH_3 \u003c CH_3CH_2OH$$
B. CH_3CH_2OH$$ \u003c CH_3CH_3 \u003c $$CH_4
C$$. $$CH_3CH_3 \u003c CH_4$ \u003c CH_3CH_2OH
D$$. $$CH_4$$ \u003c CH_3CH_2OH \u003c CH_3CH_3$$

Accepted Answer

$$CH_4$$ \u003c CH_3CH_3 \u003c CH_3CH_2OH$$

Question 18

Which of the following is the correct definition of a conjugate base?

Accepted Answer

A species formed when an acid loses a proton

Question 19

Which of the following is the correct Lewis structure for $$CO_2$$?

Accepted Answer

O=C=O, with each O having two lone pairs

Organic Chemistry I: Exam 1 Study Guide – Key Concepts and Practice

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