ASSIGNMENT

COURSE

ORGANIC CHEMISTRY

COURSE CODE

BSB/BSP1133

STUDENTS NAME

MATERIC NO.

ASSIGNMENT

COURSE COORDINATOR :
PROGRAMME CODE :

DUK

FACULTY OF INDUSTRIAL SCIENCES AND TECHNOLOGY

CONFIDENTIAL

BSB/BSP/1415II/BSB/BSP1133

(OBJECTIVE QUESTIONS)
1.

Identify the most electronegative atom.

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

2.

Which of the compounds below have bonds that are predominantly ionic?
(A)
(B)
(C)
(D)

3.

4.

I.
II.
III.
IV.

Ethers
Amines
Phenols
Alcohols

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

I and II
II and III
II, III and IV
All of them

A molecule of acetone (CH3COCH3) contains ________ sigma bonds and

________ pi bonds.
8, 2
7, 1
9, 1
10, 2

Propose a structure for NBr3 that is consistent with this information.

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

6.

NaBr
NH3
CF4
Both A and C

Which of the following molecules can form hydrogen bonds?

(A)
(B)
(C)
(D)
5.

N
Mg
I
S

Tetrahedral
Trigonal planar
Trigonal Pyramid
Bent

Which one of the following is most soluble in hexane (C6H14)?

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

CH3OH
CH3CH2CH2OH
CH3CH2CH2CH2OH
CH3CH2CH2CH2CH2OH

CONFIDENTIAL

7.

Give the IUPAC name for the following structure:

(A)
(B)
(C)
(D)
8.

CH3OCH3
CH3CH2OH
CH3CH2Cl
CH3CH2CH3

Give the number of nonbonding pairs of electrons in HOCONH2.

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

12.

CH3CH2CH2CH2CH2CH3
CH3CH2CH2CH(CH3)2
(CH3)2CHCH(CH3)2
CH3CH2CH(CH3)CH2CH3

Which of the following is the least soluble in H2O?

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

11.

CH3CH2OCH2CH3
CH3CH2CH2CH2OH
CH3CH2CH2CH2NH2
CH3CH2CH2CH2Cl

Which of the following has the highest boiling point?

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

10.

8-methyl-4-(2,3-dimethylpropyl)octane
2-methyl-5-(1,2-dimethylpropyl)nonane
6-methyl-5-(1,2-dimethylpropyl)nonane
2-methyl-5-(2,3-dimethylpropyl)decane

Identify the compound with the lowest boiling point.

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

9.

BSB/BSP/1415II/BSB/BSP1133

3
5
6
10

What is the weakest intermolecular force present in liquid ethanol?

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

ion-ion
dipole-dipole, specifically hydrogen bonding
dipole-dipole, but not hydrogen bonding
Van der Waal forces
3

CONFIDENTIAL

13.

Aliphatic alkane (C16H34) undergoes cracking to produce (C3H8) and what is

the other compound?
(A)
(B)
(C)
(D)

14.

BSB/BSP/1415II/BSB/BSP1133

C13H28
C13H26
propene
C13H24

Use the Cahn-Ingold-Prelog (CIP) rules to arrange the following groups in

order of increasing priority (lowest priority at the left):

CH2OH

CH=O

CH(OMe)2

CO2H

(II)

(III)

(IV)

(I)

(A)
(B)
(C)
(D)
15.

I > II > III>IV

IV>III>II > I
I > III > II > IV
IV > II > III > I

Assign the configuration of molecule as below:

HO

(A)
(B)
(C)
(D)
16.

OH

R - Configuration
S - Configuration
not chiral
meso compound

The following two molecules are:

Br
Br

H
C2H5

C2H5
Br

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

C2H5

C2H5
H

Br

identical
structural isomers
enantiomers
diastereoisomers

CONFIDENTIAL

17.

How are the

following
CH3CH2CH2CH2CH2I related?
(A)
(B)
(C)
(D)

18.

BSB/BSP/1415II/BSB/BSP1133

H3C

CH3

(I)

(II)

H
CH3

CH3
H
CH3

H3C

CH3

(III)

H
H

(IV)

I and II
II and III
III and IV
All of the above

Which of the following represent the same compound?

(I)
(II)
(III)
(IV)

CH3CH2CH2=CH2CHCH2
CH3CH2CH2CH=CHCH3
CH2=CHCH2CH2CH2CH3
CH3CH=CHCH2CH2CH3

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

I and II
I and III
II and IV
I and IV

How many structural isomers are there for heptane, C7H16?

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

21.

and

Pick out the staggered conformation(s) for butane:

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

20.

CH3CH2CH2CHICH3

Enantiomers
non-superimposable mirror images
Diastereoisomers
Constitutional isomers

CH3

19.

molecules,

5
7
9
11

Which one of the following substances would be the most soluble in CCl4?
(A)
(B)
(C)
(D)

C10H22
CH3CH2OH
NaCl
H2O

CONFIDENTIAL

22.

BSB/BSP/1415II/BSB/BSP1133

Nitroethane exhibits
O

O
H3CH2C

H3CH2C

N
O

(A)
(B)
(C)
(D)
23.

2 hydrogens
2 carbons
3 carbons
4 carbons

R-configuration
S-configuration
R, S both
meso compound

Br

Br

H3C

CH3

Which of these elements is chemically similar to oxygen?

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

27.

The proton and the neutron have identical masses.

An atomic nucleus contains equal numbers of protons and neutrons.
A neutral atom contains equal numbers of protons and electrons.
The neutrons mass is equal to that of a proton plus an electron.

Which configuration is shown by the compound below?

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

26.

equilibrium
resonance
constitutional isomer
none of these

A secondary carbon is bonded directly to:

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

25.

Which of the following statement about atoms and subatomic particles is

correct?
(A)
(B)
(C)
(D)

24.

Iron
Nickel
Sulpher
Potassium

Give the number of protons (p), electrons (e), and neutron (n) in 37Cl.
(A)
(B)
(C)
(D)

17 p, 17 e, 20 n
17 p, 37 e, 17 n
17 p, 17 e, 37 n
37 p, 17 e, 20 n
6

CONFIDENTIAL

28.

Metal and metal atoms combine to form

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

29.

d>s>f>p
s>p>d>f
p>s>f>d
f >d>p>f

The geometry and bond angle of the ether (CH3COCH3) are best described as
(A)
(B)
(C)
(D)

33.

highly electronegative
a cation
an anion
inert

What is the order of decreasing energy of the orbitals within a single energy
level?
(A)
(B)
(C)
(D)

32.

one bonding electron and 3 non-bonding pairs

two bonding and 6 non-bonding pairs
three bonding and one nonbonding pairs
None of all above

When an atom neither gains and nor loses an electron, it is called

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

31.

ionic compound
metalloid compound
covalent compound
non-polar compound

In the Lewis dot structure of nitrogen

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

30.

BSB/BSP/1415II/BSB/BSP1133

Trigonal pyramidal, 107

Tetrahedral, 109.5
Bent, 111
Trigonal planar, 120

Which of the following hydrocarbons does not have isomers?

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

C2H4
C3H8
C3H6
none of all above

CONFIDENTIAL

34.

35.

For which of the compounds below are Cis-Trans isomers possible?

(i)
(ii)
(iii)

CH2=CH-CH2-CH3
CH3-CH2-CH=CH-CH2-CH3
CH3-CH=CH- CH2-CH3

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

(i) and (ii)

(ii) and (iii)
All three
None of all above

Which of the following molecules has the shortest carbon-carbon bond length?
(A)
(B)
(C)
(D)

36.

1s2, 2s2, 2p2

N+1
B-1
All of the above

What is the orbital combination in bromine gas?

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

39.

Two electrons of atom

Core electron of atom
Valence electron of atom
None of all above

Electronic configuration of 126C is...

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

38.

H-CC-H
H2C=CH2
CH3-CH3
All the same

In the periodic table vertical line indicates a group, so it showing

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

37.

BSB/BSP/1415II/BSB/BSP1133

2s-3s orbital
3s-3p orbital
3p-3p orbital
2sp3 orbital

In sp2 hybridization of carbon atom consist of

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

1s-2p orbital and one pz unhybridized orbital

1s-2p orbital and one py unhybridized orbital
2s-2p orbital and one py unhybridized orbital
1s-3p orbital and one py unhybridized orbital
8

CONFIDENTIAL

40.

How many neutrons are there in an atom of lead, Pb, whose mass number is
208?
(A)
(B)
(C)
(D)

41.

polar solvents dissolve nonpolar solutes and vice versa

solvents can only dissolve solutes of similar molar mass
condensed phases can only dissolve other condensed phases
polar solvents dissolve polar solutes and nonpolar solvents dissolve
nonpolar solutes

repulsion between like-charged water and octane molecules

hydrogen bonding between water molecules
van der Waal forces between octane molecules
dipole-dipole attraction between octane molecules

The p-orbital of a methyl carbocation +CH3 contains _____ electrons.

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

45.

NO2
O2
CO
none of above

The dissolution of water in octane (C8H18) is prevented by __________.

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

44.

The phrase like dissolves like refers to the fact that __________.
(A)
(B)
(C)
(D)

43.

82
208
126
290

Which structure has delocalized electrons?

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

42.

BSB/BSP/1415II/BSB/BSP1133

1
3
4
none of the above

Which of the following does not play a role in the determination of bond
length?
(A)
(B)
(C)
(D)

nuclear charge
the potential energy of electrostatic charges
mass of neutrons
electron charge

CONFIDENTIAL

46.

The hybridization state of an alkyne carbon is:

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

47.

An alkyl chloride
A quaternary ammonium salt
An alcohol
An ether

Identify the compound that does not have hydrogen bonding.

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

52.

All their chemical reactions are identical

Their physical properties are different
A racemic mixture will rotate the plane polarized light
They will rotate the plane of polarized light in opposite directions

Assuming roughly equivalent molecular weights, which of the following

would have the lowest boiling point?
(A)
(B)
(C)
(D)

51.

4
6
8
10

Which statement is correct about the enantiomers of a chiral compound?

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

50.

104
109.5
120
180

How many sigma bonds are there in CH2=C=C=C=CH2

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

49.

p
sp
sp2
sp3

The angle ____ is commonly associated with linear molecules.

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

48.

BSB/BSP/1415II/BSB/BSP1133

CH3CH2CH2NHCH3
CH3CH2CH2OCH3
CH3CH2CH2CH2NH2
CH3CH2CH2CH2OH

Which of the following has the shortest van der Waal's interaction between
molecules of the same kind?
(A)
(B)
(C)
(D)

CH3(CH3)CHCH2CH3
CH3CH2CH2CH3
(CH3)4C
CH3CH2CH2CH2CH3
10

CONFIDENTIAL

53.

Which of these molecules have the lowest heat of combustion?

H
H

H
C

(I)

(A)
(B)
(C)
(D)
54.

BSB/BSP/1415II/BSB/BSP1133

CH3

(III)

(II)

(IV)

(II) and (III)

(I) and (IV)
(III)
All have the same value

Put the following molecules in the order of decreasing carbon-carbon bond

length:
H
C

H
H

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

H
C

a, b, c
c, a, b
b, a, c
They are all the same bond length

In the following 3-Dimention methane molecule, all structure is correct

EXCEPT one which is not

(A)
(B)
(C)
(D)
56.

55.

I and II
II only
III and IV
None of them

When the compounds below are listed in order of increasing boiling point
(lowest to highest) what is the correct order?
1. Chloropropane
(A)
(B)
(C)
(D)

2. Propane

3. Propanoic acid

4. Propanol

4, 3, 1, 2
3, 4, 1, 2
4, 1, 2, 3
2, 1, 4, 3
11

CONFIDENTIAL

57.

Which of the following molecules NOT contain conjugation?

(A)
(B)
(C)
(D)
58.

1
2
3
4

Identify the number of tertiary carbons in the following structure.

(A)
(B)
(C)
(D)
60.

I and IV
I, II and III
I, III and IV
II, III and IV

How many carbon-carbon pi-bonds are in the molecule shown?

(A)
(B)
(C)
(D)
59.

BSB/BSP/1415II/BSB/BSP1133

2
3
4
5

Determine the type of hydrogens in limonene.

Limonene

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

2CH3, 4CH2, 1CH, 2C

3CH3, 4CH2, 2CH, 3C
1CH3, 3CH2, 2CH, 2C
None of above
12

CONFIDENTIAL

61.

How many sigma-bonds are there in:

(A)
(B)
(C)
(D)
62.

all biomolecules
identical molecules
all polymers
chiral molecules

Which of the following has the lowest solubility in CH3CH2CH2CH3?

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

65.

1, 4 and 5
2, 4 and 5
2, 3 and 5
None of above

The plane polarize light is affected by

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

64.

3
4
5
6

Which carbon(s) in the following molecule is (are) sp2 hybridized?

(A)
(B)
(C)
(D)
63.

BSB/BSP/1415II/BSB/BSP1133

CH3OH
CH3NH2
CH3OCH3
(CH3)3CH

Which Lewis-dot structure represents an atom of fluorine in the ground state?

13

CONFIDENTIAL

66.

Give the IUPAC name for the following structure:

(A)
(B)
(C)
(D)
67.

69.

R - Configuration
S - Configuration
Racemic mixture
No R and S Configuration

Which is the least stable conformation of cyclohexane?

(I)
(II)
(III)
(IV)

Staggered
Boat
Chair
All of above

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

I
II
III
IV

Pick out the molecules which exist as (E)- and (Z)- configuration:
(A)
(B)
(C)
(D)

70.

bicyclo[2.2.0]hexane
bicyclo[2.2.2]octane
bicyclo[2.2.3]nonane
bicyclo[4.3.1]octane

Assign the configuration of molecule as below:

(A)
(B)
(C)
(D)
68.

BSB/BSP/1415II/BSB/BSP1133

BrFC=CClI
CH3CH2-IC=CFCH3
CH3BrC=CHCl
All of above

Which the following statement is FALSE about butane?

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

All bond angles are 109.5

Each carbon is sp3 hybridized
The compound is combustible
The compound undergoes polymerisation to give polybutylene

14

CONFIDENTIAL

71.

The tert-butyl carbocation is stabilised by

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

72.

75.

Cyclopropane
Cyclobutane
Cyclopentane
Cyclohexane

Pick out the physical property that is different for a pair of enantiomers:
(I)
(II)
(III)
(IV)

Density
Melting point
Refractive index
Optical

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

I
II
III
IV

The number of 2nd shell (n = 2) the maximum number of electrons will be

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

76.

1s2, 2s2, 2p6,3s2, 3p2

1s2, 2s2, 2p6,3s2, 4s2 , 3p6
1s2, 2s2, 2p6,3s2, 3p4
1s2, 2s2, 2p6,3s2, 3p6

Which of the following cycloalkanes has the least strain energy?

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

74.

resonance
hyperconjugation
steric hindrence
none of above

What is the electronic configuration of 40 20Ca+2.

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

73.

BSB/BSP/1415II/BSB/BSP1133

2
8
18
32

Horizontally rows in the periodic table are celled

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

groups
columns
period
none of them

15

CONFIDENTIAL

77.

How many hydrogen atoms would combine a 4-carbon chain if it were an

alkane, alkene and alkyne, RESPECTIVELY?
(A)
(B)
(C)
(D)

78.

cyclohexane
cyclohexene
O=C=O
H2C=CH-C=CH2

What is the name used to represent the number of protons in the nucleus of
each atom of an element?
(A)
(B)
(C)
(D)

82.

HHe
Li+
All of above

Compound in which carbon use only sp hybrid orbitals for bond formation is
(A)
(B)
(C)
(D)

81.

hydrolysis
esterification
hydrogenation
neutralization

Which of the following have the electron configuration of 1s2?

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

80.

6, 8, 10
8, 10, 6
10, 8, 6
6, 10, 8

A reaction in which a carboxylic acid reacts with a base to form a salt and
water is called
(A)
(B)
(C)
(D)

79.

BSB/BSP/1415II/BSB/BSP1133

Atomic mass units

Isotope number
Atomic number
Mass number

Which molecule has the longest carbon-carbon bond(s)?

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

Ethylene
Propene
Acetylene
Ethane

16

CONFIDENTIAL

83.

Organic compounds containing a carbon-oxygen double bond include all of

the following EXCEPT
(A)
(B)
(C)
(D)

84.

C5H10O
C6H12O
C7H10O
C7H12O

If an element (X) has 80 protons and 120 neutrons, the number of electrons
will be
(A)
(B)
(C)
(D)

88.

Cl2
Na2SO4
HCN
KCl

Give the molecular formula of the compound represented by

(A)
(B)
(C)
(D)
87.

1-hexene
Cyclohexane
3-hexanone
3-hexene

Which one of the following compounds involves both ionic and covalent bonding?

(A)
(B)
(C)
(D)
86.

ester
amide
aldehyde
ethers

Which of the following compounds may exist as cis-trans isomers?

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

85.

BSB/BSP/1415II/BSB/BSP1133

40
80
200
120

The hybridisation state and shape of a carboanion is:

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

sp2 and linear

sp3 and trigonal pyramidal
sp2 and trigonal planar
sp3 and tetrahedral

17

CONFIDENTIAL

89.

Optically active molecules which rotate plane-polarized light in a counter

clockwise direction are said to be
(A)
(B)
(C)
(D)

90.

dextrorotary
of R configuration
levorotary
of S configuration

A correct orbital diagram for the ground state of the O+ ion is

1s
1s
1s
1s

(A)
(B)
(C)
(D)
91.

2s
2s
2s
2s

2p
2p
2p _
2p

Which of the following Newman projections is the least stable conformation

of 2-Iodoethanol?

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

92.

BSB/BSP/1415II/BSB/BSP1133

II
III
II and IV
None of the above

Put the following molecules in order of decreasing carbon-carbon bond length:

H
H

H
C

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

II

III

I > II > III

II > I > III
III > I > II
I > III > II

18

CONFIDENTIAL

93.

Which of the following molecules contains sp2 hybridisation?

(A)
(B)
(C)
(D)
94.

I and II
I and III
II and III
All of them

Which of the following molecules have approximately a molecular weight of

186?

(A)
(B)
(C)
(D)
95.

BSB/BSP/1415II/BSB/BSP1133

I and II
II and III
I and III
All of them

Identify the hybridization of carbon atoms in below molecule

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

1
sp3
sp2
sp3
sp2

2
sp2
sp2
sp
sp2

3
sp2
sp2
sp2
sp2

4
sp2
sp3
sp
sp

19

CONFIDENTIAL

96.

The following two molecules are:

(A)
(B)
(C)
(D)
97.

identical
constitutional isomers
stereoisomers
not isomer

Draw the structure of bicycle [3.2.0] heptane:

(A)
(B)
(C)
(D)
98.

BSB/BSP/1415II/BSB/BSP1133

I
II
III
IV

Which of the following molecule(s) is an ester?

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

I, II and III
II, III and IV
III and IV
None of them

20

CONFIDENTIAL

99.

Which is the most stable conformation of cyclohexane?

(A)
(B)
(C)
(D)
100.

BSB/BSP/1415II/BSB/BSP1133

I
II
III
IV

Which statement about the water molecule is incorrect?

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

The decrease in bond angle from the tetrahedral angle (109.5) is

greater for H2O than for NH3.
The bond angle for H2O is smaller than for NH3 because of the lone
pair-lone pair repulsion in H2O.
The effect of the very polar bonds in water is opposed by the effect of
the 2 lone pairs of electrons.
The O atom is sp3 hybridized.
(END OF ASSIGNMENT)

21