Deck 3: Alkanes and Cycloalkanes: Introduction to Stereochemistry

Question 1

Identify the conformation of butane shown below.

A) anti
B) gauche
C) skewed
D) eclipsed

Answer 1

gauche

Question 2

Identify the spatial relationship of the two chlorine atoms.

A) gauche
B) anti
C) eclipsed
D) twist

Answer 2

anti

Question 3

Which statement is correct concerning the relative stabilities of the two conformations, $\mathrm{A}$ and $\mathrm{B}$ , below?

A) A is more stable.
B) $\mathrm{B}$ is more stable.
C) $A$ and $B$ are equal in stabilities.
D) A and B are not equal in stability, but the preferred conformation cannot be determined by inspection.

Answer 3

$\mathrm{B}$ is more stable.

Question 4

What is the IUPAC name of the following compound?

A) trans-1,4-dimethylcyclohexane
B) cis-1,4-dimethylcyclohexane
C) trans-1,3-dimethylcyclohexane
D) cis-1,3-dimethylcyclohexane

Question 5

Predict which of the following constitutional isomers of $\mathrm{C}_{5} \mathrm{H}_{10}$ would have the highest heat of combustion?

A) methylcyclobutane
B) cyclopentane
C) cis-1,2-dimethylcyclopropane
D) trans-1,2-dimethylcyclopropane

Question 6

Identify the relationship between the following two structures.

A) constitutional isomers
B) stereoisomers
C) different conformations of the same compound
D) identical

Question 7

Identify the correct stereoisomer and the most stable conformation of the following compound.

A)

B)

C)

D)

Question 8

Identify the relationship between the following two Newman projections.

A) identical
B) stereoisomers
C) different conformations of the same compound
D) constitutional isomers

Question 9

The IUPAC name of the following compound is

A) cis-1,2-dimethylcyclohexane.
B) trans-1,2-dimethylcyclohexane.
C) 1,1-dimethylcyclohexane.
D) cis-1,3-dimethylcyclohexane.

Question 10

The sawhorse drawing of butane below is the

A) least stable staggered conformation.
B) most stable staggered conformation.
C) least stable eclipsed conformation.
D) most stable eclipsed conformation.

Question 11

The $\mathrm{C}-\mathrm{C}-\mathrm{C}$ bond angle in cyclopropane is

A) $60^{\circ}$ .
B) $90^{\circ}$ .
C) $109.5^{\circ}$ .
D) $120^{\circ}$ .

Question 12

How many alkyl groups would be equatorial in the most stable conformation of the cyclohexane below?

A) one
B) two
C) three
D) four

Question 13

Which of the staggered conformations of 2-methylbutane is most stable?

A) A
B) B
C) C
D) D