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MIDTERM EXAM

Total questions: 60

Worksheet time: 2hrs 0mins

Name
Class
Date
1.

What is the name of the compound with the structural formula, CH3CH(CH3)CH(CH3)CH2CH3?

a)

heptane

b)

2,3-Dimethylpentane

c)

2,3-Methylpentane

d)

3,4-Dimethylpentane

2.

The number of structural isomers with the molecular formula C5H12 is...

a)

2

b)

3

c)

4

d)

5

3.

Which of the following could not be the molecular formula for an alkane

molecule?

a)

C3H8

b)

C4H12

c)

CH4

d)

C20H42

4.

The representation CH3–CH3 for the alkane ethane is an example of

a)

a molecular formula.

b)

a condensed structural formula.

c)

an expanded structural formula.

d)

a skeletal structural formula.

5.

    Which of the following is a correct alkane structural formula?

a)

CH3–CH2–CH3

b)

CH3–CH3–CH2

c)

CH2–CH2–CH2

d)

CH2–CH3–CH2

6.

Constitutional isomerism is possible in alkanes only if the number of carbon atoms present is

a)

4 or more.

b)

5 or more.

c)

an even number.

d)

an odd number.

7.

Which of the following alkanes has the IUPAC name 2-methylbutane?

a)
b)
c)
d)
8.

       How many carbon atoms are present in the alkane whose IUPAC name is 2,2,4-trimethylpentane?

a)

five

b)

seven

c)

  eight

d)

nine

9.

How many hydrogen atoms are present in the molecule 3,5-dimethyloctane?

a)

eighteen

b)

twenty

c)

twenty-two

d)

  twenty-four

10.

In which of the following pairs of alkanes are the two members of the pair constitutional isomers?

a)

Hexane and 2-Methylhexane

b)

2,3-Dimethylhexane and 2,3-Dimethylheptane

c)

Butane and Pentane

d)

2-Methylpentane and 2,3-Dimethylbutane

11.

In which of the following alkanes are two secondary carbon atoms present?

a)
b)
c)
d)
12.

The minimum number of carbon atoms required to form a branched-chain alkane and a branched-chain alkyl group are, respectively,

a)

three and two.

b)

four and five.

c)

three and four.

d)

one and three.

13.

Which of the following statements concerning saturated hydrocarbons is incorrect?

 

a)

  Every carbon atom present has four bonds.

b)

All bonds present are single bonds.

c)

Every carbon atom present must be bonded to at least two hydrogen atoms.

d)

more than one correct response

14.

Which of the following compounds is a constitutional isomer of

CH3–CH2–CH2–CH2–CH3?

a)

2-Methylpentane

b)

2-Methylbutane

c)

2,2-Dimethylbutane

d)

more than one correct response

15.

Which of the following alkane structures contain both secondary and tertiary carbon atoms?

a)
b)
c)
d)

more than one correct response

16.

Select the incorrect statement regarding alkanes.

a)

It is otherwise known as Paraffin

b)

It is an acyclic saturated hydrocarbon

c)

In alkanes, C-C bonds are single

d)

Alkanes have the general formula CnH2n

17.

An alkane with 6 carbon atoms will have how many hydrogen atoms?

a)

11

b)

12

c)

13

d)

14

18.

Identify the correct alkane name for the molecular formula C30H62.

a)

Propdecane

b)

Eicosane

c)

Triacontane

d)

Dodecane

19.

The substituent in the chain is named by replacing the “ane” in the alkanes by _________.

a)

ene

b)

ic

c)

one

d)

yl

20.

Conformations are different arrangements of atoms that can be converted into one another by rotation about ___________.

a)

Covalent bond

b)

Double bond

c)

Single bond

d)

Triple bond

21.

The energy present in the eclipsed conformation of ethane is called ___________.

a)

Rotational energy

b)

Torsional energy

c)

Enantiomeric energy

d)

Potential energy

22.

The  conformations in which the two methyl groups are as far apart as possible at 180o angle is called ___________.

a)

anti conformations

b)

Staggered conformations

c)

Eclipsed conformations

d)

Gauche

23.

The more stable conformation where in all six C-H bonds are far as possible when viewed in a Newman projection.

a)

anti conformations

b)

Staggered conformations

c)

Eclipsed conformations

d)

Gauche

24.

The H-H interaction in a alkane conformation is caused by  ___________.

a)

Lateral strain

b)

Shear strain

c)

Steric strain

d)

Torsional strain

25.

Which of the following is least stable?

a)

Anti conformation

b)

Gauche conformation

c)

Staggered conformation

d)

Eclipsed conformation

26.

The best classification for the following compound is: _____ .

a)

aldehyde

b)

ester

c)

ketone

d)

carboxylic acid

27.

The functional group given below is characteristic of organic _____ .

a)

ketones

b)

acids

c)

aldehydes

d)

esters

28.

What is the IUPAC name for the following compound?          

a)

1,3-Pentamethylpropane   

b)

1,1,3,3-Tetramethylbutane  

c)

2,4,4-Trimethylpentane    

d)

2,2,4-Trimethylpentane

29.

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

a)

A

b)

B

c)

C

d)

D

30.

Give the IUPAC name of this structure

a)

3-Methylheptane

b)

3-Ethylhexane  

c)

2,3-Diethylbutane

d)

3-Ethylbutane

31.

Give the IUPAC name of this structure.

a)

3-Ethyl-2,3-dimethylpentane  

b)

2-Methyl-3,3-methylethylpentane

c)

2,3-Methyl-3-ethylpentane   

d)

3-Methyl-2,3-dilethylpentane

32.

Give the IUPAC name of this structure.

a)

2,3-Dimethylhexane                

b)

3,4-Ethylmethylhexane

c)

3-Ethyl-4-methylhexane 

d)

3-Ethyl-4-ethylhexane

33.

Give the IUPAC name of this compound.

a)

Hexane  

b)

3,3-Dimethylpentane

c)

2,2-Dimethylhexane

d)

2-Methylpentane

34.

Ethers are formed by attachment of

a)

two alkyl groups to same oxygen atom

b)

two alkyl group to different oxygen atoms

c)

three alkyl groups to one oxygen atom

d)

four alkyl groups to one oxygen atom

35.

What is the IUPAC name of the following compound? 

a)

1-Isopropyl-2,5-dimethylcyclohexane

b)

1,4-Dimethyl-2-isopropylcyclohexane

c)

2-Isopropyl-1,4-dimethylcyclohexane

d)

1,4-Dimethyl-3-isopropylcyclohexane

36.

What is the IUPAC name of the following compound? 

a)

cis-1-Isopropyl-2-methylcyclopentane

b)

cis-1-Tert-butyl-2-methylcyclopentane

c)

trans-1-Isopropyl-4-methylcyclopentane

d)

trans-1-Tert-butyl-2-methylcyclopentane

37.

Which of the following is an acceptable IUPAC name?

a)

1-Methyl-2-ethylcyclopentane

b)

1-Ethyl-2-methylcyclopentane

c)

2-Methyl-1-ethylcyclopentane

d)

2-Ethyl-1-methylcyclopentane

38.

Which of the following pairs of structures are constitutional isomers of one another? 

a)

1

b)

2

c)

3

d)

4

39.

The molecular formula for cycloalkanes would be identified as which of the following?

a)

CH

b)

CHn

c)

CnH2n

d)

CnH

40.

The compound cyclobutane contains how many C-H atoms?

a)

Five

b)

Seven

c)

Three

d)

Four

41.

What is the molecular formula for cyclopropane?

a)

C4H6

b)

C4H8

c)

C3H8

d)

C3H6

42.

Name this molecule

a)

nonane

b)

decane

c)

cycloheptane

d)

cyclononane

43.

Name this molecule

a)

Cyclohexane

b)

1,2-Dimethylcyclohexane

c)

1,2-Methylcyclohexane

d)

1,6-Dimethylcyclohexane

44.

The relationship of the following two structures is

a)

structural isomers 

b)

conformational isomers       

c)

the same

d)

stereoisomers

45.

Which drawing represents the most stable conformation of cis-1-Tert-butyl-4-methylcyclohexane.

a)

A

b)

B

c)

C

d)

D

46.

Which of the following molecules is the least stable ?

a)

A

b)

B

c)

C

d)

D

47.

Which of the following represents the most stable conformation of cis-1-  isopropyl-4-methylcyclohexane?

a)

A

b)

B

c)

C

d)

D

48.

The relationship of the following two molecules is best described by

a)

structural isomers   

b)

geometric isomers

c)

homologous

d)

conformational isomers

49.

Which structure is different from the following?

a)
b)
c)
d)
50.

Which conformation is most unstable?

a)
b)
c)
d)
51.

Which of the following statements regarding cycloalkanes is wrong?

a)

Any disubstituted cycloalkane can have cis-trans isomers.

b)

The planar form of any cycloalkane with a ring larger than cyclopropane will not be the most stable conformation.

c)

Cyclopentane is nonplanar to avoid the torsional strain  between adjacent C-H bonds.

d)

 The least strained form of any unsubstituted cycloalkane is the chair conformation of cyclohexane.

52.

Which of the following statements regarding chair cyclohexane is wrong?

a)

The dihedral angle of the two axial bonds on adjacent carbons is 180°.

b)

The dihedral angle of the two equatorial bonds on adjacent carbons is 60°.

c)

The dihedral angle between the axial bond and the equatorial bond on adjacent carbons is 120°.

d)

The axial hydrogen atoms on C1, C3, and C5 form an equilateral triangle (as do C1, C3, and C5 themselves and the equatorial hydrogens on them).

53.

Label the pair of compounds below as:

a)

conformational isomers

b)

stereoisomers

c)

constitutional isomers

d)

identical

54.

Label the pair of compounds below as:

a)

conformational isomers

b)

stereoisomers

c)

constitutional isomers

d)

identical

55.

Label the pair of compounds below as:

a)

conformational isomers

b)

stereoisomers

c)

constitutional isomers

d)

identical

56.

Label the pair of compounds below as:

a)

conformational isomers

b)

stereoisomers

c)

constitutional isomers

d)

identical

57.

Which of the labeled bonds in the structure are equatorial bonds?

a)

a

b)

b

c)

c

d)

d

e)

e

58.

Which of the labeled bonds are trans to bond b?

a)

a

b)

b

c)

c

d)

d

e)

e

59.

What is the IUPAC name of the following compound?

a)

trans-1-Isopropyl-4-methylcyclohexane

b)

cis-1-Isopropyl-4-methylcyclohexane

c)

cis-2-Isopropyl-5-methylcyclohexane

d)

cis-1-Tert-butyl-4-methylcyclohexane

60.

The general formula for alkanes is...

a)

CnH2n-2

b)

CnH2n

c)

CnH2n+2

d)

CnH3n