Question 1

Which of the following pairs of compounds are constitutional isomers?

Accepted Answer

n-butane and isobutane

Question 2

What is the formal charge on the nitrogen atom in the following Lewis structure of ammonia ($$NH_3$$)?

$$\begin{array}{c}
N \ / \ H \ | \ H \ | \ H
\end{array}$$

Accepted Answer

0

Question 3

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

Accepted Answer

$$sp^2$$

Question 4

Which of the following is a correct resonance structure for the acetate ion ($$CH_3COO^-$$)?

Accepted Answer

One oxygen atom has a double bond to carbon, the other has a single bond and a negative charge.

Question 5

Which of the following functional groups is present in acetone?

Accepted Answer

Ketone

Question 6

What is the IUPAC name for the following structure?

$$CH_3CH_2CH(CH_3$)CH_2CH_3$$

Accepted Answer

3-methylpentane

Question 7

Which of the following is the correct Newman projection for the most stable conformation of ethane ($$C_2H_6$$)?

Accepted Answer

Staggered conformation with all $$H$$ atoms as far apart as possible

Question 8

Which cyclohexane conformation is the most stable and why?

Accepted Answer

Chair conformation, because it minimizes both angle strain and torsional strain

Question 9

Which of the following statements about ring strain in cyclopropane is correct?

Accepted Answer

Cyclopropane has significant angle strain because its bond angles are $$60^\circ$$, much less than the ideal $$109.5^\circ$$ for $$sp^3$$ carbons.

Question 10

Which of the following is the correct IUPAC name for the compound with the structure $$CH_3CH_2CH_2CH_2CH_3$$?

Accepted Answer

Pentane

Question 11

A molecule has the following structure: $$CH_3CHBrCH_2CH_3. $$Which carbon is chiral?

Accepted Answer

The second carbon (the one bonded to Br)

Question 12

Assign the correct R/S configuration to the chiral center in 2-butanol ($$CH_3CH(OH)CH_2CH_3).$$

Accepted Answer

R

Question 13

Which of the following pairs are enantiomers?

Accepted Answer

Two molecules that are non-superimposable mirror images

Question 14

Which of the following best describes the relationship between cis-1,2-dimethylcyclohexane and trans-1,2-dimethylcyclohexane?

Accepted Answer

Diastereomers

Question 15

Which of the following is the correct electron-pushing arrow to show the movement of a lone pair from an oxygen atom to form a double bond with an adjacent carbon?

Accepted Answer

An arrow starting at the lone pair on oxygen and ending at the bond between oxygen and carbon

Question 16

Which of the following is the correct IUPAC name for the compound with the structure $$CH_3CH_2CH_2CH_2CH_2CH_3$$?

Accepted Answer

Hexane

Question 17

Which of the following best explains why the chair conformation of cyclohexane is more stable than the boat conformation?

Accepted Answer

The chair conformation has less torsional and steric strain than the boat conformation.

Question 18

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

$$CH_3CH_2CH_2CH_2CH_2CH_2CH_3$$

Accepted Answer

Heptane

Question 19

Which of the following best describes the relationship between 1-butanol and 2-butanol?

Accepted Answer

Constitutional isomers

Question 20

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

$$CH_3CH_2CH_2CH_2CH_2CH_2CH_2CH_3$$

Accepted Answer

Octane

Organic Chemistry Exam 1 Study Guide: Chemical Bonding, Alkanes, Cycloalkanes, and Stereochemistry

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