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Stereochemistry

Total questions: 23

Worksheet time: 18mins

Name
Class
Date
1.

Structures which differ only in rotations about a single bond are called

a)

Conformers

b)

Isomers

c)

Enantiomers

d)

Conformations

2.

From a molecular orbital perspective why isn't there relatively free rotation about the carbon-carbon double bond in ethene (CH2=CH2)?

a)

Because C=C bond is cylindrical

b)

Because of double bond

c)

Because of steric strain

d)

Because of torsional strain

3.

Which of the following best explains the relative stabilities of the eclipsed and staggered forms of ethane? The ________ form has the most ________ strain

a)

staggered; torsional

b)

eclipsed; steric

c)

staggered; steric

d)

eclipsed; torsional

4.

Identify the most stable conformation of butane

a)

gauche

b)

eclipsed

c)

anti

d)

totally eclipsed

5.

Among the butane conformers, which occur at energy minima on a graph of potential energy versus dihedral angle?

a)

gauche only

b)

anti only

c)

eclipsed and totally eclipsed

d)

gauche and anti

6.

Which of the following correctly ranks the cycloalkanes in order of increasing ring strain per methylene?

a)

cyclohexane < cyclopentane < cyclobutane < cyclopropane

b)

cyclopropane < cyclobutane < cyclohexane < cycloheptane

c)

cyclopentane < cyclobutane < cyclopentane < cyclopropane

d)

cyclopentane < cyclopropane < cyclobutane < cyclohexane

7.

In the boat conformation of cyclohexane, the "flagpole" hydrogens are located:

a)

on the same carbon

b)

on adjacent carbons

c)

on C-1 and C-3

d)

on C-1 and C-4

8.

Which conformer is at a local energy minimum on the potential energy diagram in the chair-chair interconversion of cyclohexane?

a)

half- chair

b)

twist boat

c)

fully eclipsed

d)

boat

9.

Which of the following correctly lists the conformations of cyclohexane in order of increasing energy?

a)

chair < twist-boat < boat < half-chair

b)

chair < boat < twist-boat < half-chair

c)

chair < twist-boat < half-chair < boat

d)

half-chair < twist-boat < boat < chair

10.

Which of the following is the most stable conformation of bromocyclohexane?

a)

I

b)

II

c)

III

d)

IV

e)

V

11.

Which Newman projection shows the most stable conformation of the following compound?

a)

A

b)

B

c)

C

d)

D

e)

None of the above

12.

Which of the following structures (a-d) is another resonance structure of the following organic molecule?

a)

A

b)

B

c)

C

d)

D

13.

Which of the following pairs are resonance structures?

a)

I

b)

II

c)

III

d)

IV

e)

V

14.

Which of the following pairs are resonance structures?

a)

I

b)

II

c)

III

d)

IV

e)

V

15.
Define the term resonance structure
a)
Delocalization of electrons in an atom
b)
Delocalization of π electrons within a molecule
c)
Spread of π electrons in an atom
d)
Spread of π electrons within a molecule
16.
For carbonate ions, how many resonance structures can be drawn ?
a)
2
b)
3
c)
4
d)
5
17.
How many resonance structures for NO3- ion?
a)
1
b)
2
c)
3
d)
4
18.
How many resonance structure can you draw for benzene?
a)
1
b)
2
c)
3
d)
4
19.

Which one of the following will exhibit conformational isomerism?

a)

Ethylene

b)

methane

c)

chloromethane

d)

propane

20.

Which of the following compound has gauche as it stable conformer?

a)

n-butane

b)

n-propane

c)

1,2-dicloroethane

d)

1,2-dihydroxyethane

21.

The most unstable conformer in cyclohexane?

a)

Boat

b)

Chair

c)

Twist boat

d)

half chair

22.

Which of the following conformers is not a transition state?

a)

Boat

b)

half chair

c)

fully eclipsed

d)

twist boat

23.

Identify the conformation

a)

Boat

b)

Chair

c)

twist boat

d)

half chair