CONFIDENTIAL PH/APR2010/PHC114

/Npia

UNIVERSITI TEKNOLOGI MARA

FINAL EXAMINATION

COURSE PHARMACEUTICAL CHEMISTRY I

COURSE CODE PHC114
EXAMINATION APRIL 2010
TIME 3 HOURS

INSTRUCTIONS TO CANDIDATES

1. This question paper consists of two (2) parts : PART A (30 Questions)

PART B (7 Questions)

2. Answer ALL questions from all two (2) parts :

i) Answer PART A in the Objective Answer Sheet.

ii) Answer PART B in the Answer Booklet. Start each answer on a new page.
3. Do not bring any material into the examination room unless permission is given by the
invigilator.

4. Please check to make sure that this examination pack consists of:

i) the Question Paper

ii) a one - page Appendix
iii) an Answer Booklet - provided by the Faculty
iv) an Objective Answer Sheet - provided by the Faculty

DO NOT TURN THIS PAGE UNTIL YOU ARE TOLD TO DO SO

This examination paper consists of 13 printed pages
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CONFIDENTIAL 2 PH/APR2010/PHC114

PART A (30 marks)

Answer ALL questions.

A periodic table of the elements is provided in Appendix.

1. In which compound is phosphorus not in the +5 oxidation state?

A. PCI5
B. P4O10
C. H3PO3
D. P3O10-5

2. How many milliliters (mL) is 0.005 L?

A. 5
B. 0.5
C. 0.05
D. 0.005

3. Convert 10.6 kg/m3 to g/cm3.

A. 0.0106
B. 1.06 x10 2
C. 1.06 x10 3
D. 1.06 x10 4

4. Calculate the number of moles of 250 cm3 of 0.01 M KCI.

A. 3.5 x10" 3
B. 2.5 x10 3
C. 2.5 x10" 3
D. 0.25 x10" 3

5. Calculate the percentage of water of crystallization in hydrated sodium sulphate,

Na2SO4.10H2O.

A. 10
B. 20
C. 28
D. 56

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6. The formula of barium molybdate is BaMo0 4 . What is the formula of sodium

molybdate?

A. Na4MoO
B. Na 2 Mo0 3
C. Na 2 Mo0 4
D. Na 4 Mo0 2

7. Which halogens are gases at STP?

A. Iodine and fluorine

B. Iodine and bromine
C. Chlorine and fluorine
D. Chlorine and bromine

8. If all electrons occupy the lowest available energy levels of an atom, the atom is
said to be

A. inert
B. excited
C. completely filled
D. in the ground state

9. The electronic configuration for fluorine atom is

A. 1s22s22p3
B. 1s22s22p5
C. 1s22s22p43s1
D. 1s22s22p23s23p1

10. How many structural isomers are there of C4H9CI?

A. 2
B. 3
C. 4
D. 5

11. An oxidizing agent is a substance that

A. gains electrons.
B. is oxidized in a reaction.
C. causes reduction of another element in a compound.
D. lowers the oxidation number of another element in a compound.

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12. Which of the following structures represents an ester functional group?

A
- _ C = C —

C—H

C. C —OH

C—O—C—

13. A tablet containing 0.50 g NaHC0 3 is dissolved in 250 mL of water. Calculate the
molarity, M, for NaHC0 3 solution formed. (Molar mass NaHC0 3 = 84 g/mol).

A. 0.006M
B. 0.022M
C. 0.024M
D. 0.0041 M

14. What combinations of two elements from the list V - Z are most likely to form an
ionic solid?
V W -X- -Y- :Z*
A. V and W
B. Y and Z
C. X and Y
D. V and Y

15. Molality is defined as the

A. moles solute / kg solute

B. moles solute / kg solvent
C. moles solute / kg solution
D. moles solution / volume solvent

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16. Which of the following statements regarding the metal bond is false?

A. In a metal, the atoms are loosely packed in a regular structure called

lattice.
B. The valence electrons of metal atoms are relatively easily removed, with
the formation of metal cations.
C. The lattice is held together by electrostatic attraction between the positive
cations and the delocalized electrons.
D. The atomic orbitals of these outer electrons overlap, with the overlapping
extending throughout the metal structure.

17. The IUPAC name for the structural formula below is

CH3—CH-CH2-CH2OH
CI

A. 1-chlorobutanol
B. 2-chlorobutanol
C. 3-chlorobutanol
D. 4-chlorobutanol

18. Which compound contains a triple bond?

A. CH 4
B. C2H2
C. C3H6
D. C4H-10

19. Formaldehyde is a colourless gas with a very sharp odour. It is used in the
laboratory as a solution comprising 40 percent formaldehyde. Its IUPAC name is

A. ethanal.
B. propanal.
C. pentanal.
D. methanal.

20. Non-polar molecules are generally at room temperature.

A. gas
B. solid
C. liquid
D. metal

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21. All isotopes of a given element must have the same

A. mass number
B. atomic number
C. quantum number
D. number of neutrons

22. An element has an atomic number of 18. What is the principal quantum number (n)
of its outermost electron?

A. 1
B. 2
C. 3
D. 4

23. In a given period of a periodic table, the element with the first lowest ionization
energy is always .

A. a halogen
B. an inert gas
C. an alkali metal
D. an alkaline earth metal

24. When fluoride ion reacts with BF3 molecule (a molecule in which there is no
multiple bonds), an ion complex is formed in which the boron atom is the central
atom. The bonds within the boron tetrafluoride ion are .

A. an ionic bonds
B. only covalent bonds
C. Van der Waals bonds
D. both covalent and coordinate covalent bonds

25. Which organic compound is classified as primary alcohol?

A. Ethanol
B. 2-butanol
C. Cyclohexanol
D. Ethylene glycol

26. The term applied for the ability of an atom in a chemical bond to attract shared
electrons towards itself is .

A. ionization
B. attractive forces
C. electronegativity
D. electrostatic attraction
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27. Which ion has the largest radius?

A. r
B. cr
C. Br"
D. F

28. Given the balanced equation

Mg 3 N 2 W +6H 2 O f f l -» 3Mg(OH)2ft» + 2NH3ft,;

If 0.215 mol of magnesium hydroxide are formed, how many grams of ammonia
are produced?

A. 243 g
B. 2.43 g
C. 22.30 g
D. 24.30 g

29. Which of the following is the general formula of ketone?

A. RCX
B. RCHO
C. RCOR'
D. RCOOH

30. Which two statements are false of ionic compounds?

I. Ionic compounds are formed between polyatomic anions and simple

cations.
II. Ionic compounds show lower melting points than ammonia, NH3.
ill. Most ionic compounds are crystalline solids at room temperature.
IV. Ionic compounds show electrical conductivity at room temperature.

A. I & II
B. I & III
C. II & III
D. II & IV

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PART B (70 marks)

Answer ALL questions.

QUESTION 1

a) State whether each of the following statements is TRUE or FALSE.

i) 20 °C is cooler than 40 °F.
ii) Mass, length, and volume are extensive properties, but density is an
intensive property,
iii) 16 microgram (ug) is equal to 1.6 x 10 7 g.
iv) The conversion of water into steam is an example of a chemical change.
(4 marks)

b) A concentrated 12.0 M magnesium chloride solution was diluted to 2.0 dm3 1.5 M
solution.

i) What volume (dm3) of the concentrated solution was used in the dilution?
(114 marks)

ii) How many moles of magnesium chloride are in the diluted solution?
(1!4 marks)

c) Compound X is used in toothpastes, where it acts as a foaming agent, an

abrasive, and to temporarily increase mouth pH. A pure compound X contains the
following: 2.04 g sodium, 2.65 x 1022 atoms of carbon, and 0.132 mol oxygen
atoms. Determine the empirical formula of compound X.
(NA = 6.023 x10 23 )
(3 marks)

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QUESTION 2

a) Given three elements, X, Y and Z (not the actual symbols) with the following
information

Has two sets of paired electrons in the 3p orbital

The set of quantum numbers for valence electrons with the highest
subenergy level is: (3,0,0,+%) and (3,0,0,-%)
There are 5 electrons in M shell.

Write the formula for the compounds formed from the combination between
the elements:

I X and Y
II X and Z (obey the octet rule)
(2 marks)
ii) Name the bond formed in each compound in (i).
(1 mark)
iii) Name the group and period for element Y?
(1 mark)
iv) Give the set of quantum numbers for one of the electrons in the highest
subenergy level in Z.
(1 mark)
v) Arrange the element X, Y and Z according to

I increasing effective nuclear charge.

II increasing electron affinity.
III increasing atomic size.
(3 marks)
b) Define the term ionization energy.
(2 marks)

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CONFIDENTIAL 10 PH/APR2010/PHC114

QUESTION 3

Given is a list of compounds:

sodium nitride phosphorus trifiouride ammonium chloride

a) Write the correct chemical formula of the above compounds.

(3 marks)
b) By using Lewis dot symbol, show the formation of sodium nitride.
(2 marks)
c) For ammonium chloride,
i) draw the Lewis dot symbol for the compound.

ii) label and state the type of chemical bonding(s) in the compound.
(5 marks)

QUESTION 4

a) Answer the following questions based on the information in the table.

Total number of
Elements
electrons
A* 10
B+ 10
c2- 18
D 18
E 19
F 24

i) Which elements are in the same group?

(1 mark)
ii) Write the electron configuration of E ion and F atom in terms of subenergy
level.
(2 marks)
iii) State the group and period number for element C and D.
(2 marks)
iv) Determine the number of valence electrons of A atom.
(1 mark)

b) Draw structures corresponding to the following names:

i) 3-propylpentanoic acid

ii) 2,4,6-trinitrophenol

iii) frans-3-hexene

iv) ethyl-2-methylbutanoate
(4 marks)

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CONFIDENTIAL 11 PH/APR2010/PHC114

QUESTION 5

a) A redox equation between permanganate and oxalate ions is as follows:

Mn04" + C2042" -» Mn2+ + C0 2

i) Balance the above redox equation in acidic condition.

(3 marks)
ii) List the oxidation number of Mn and C in the reactant.
(2 marks)
iii) Identify the species which acts as an oxidizing agent and reducing agent in
the above redox equation.
(2 marks)

b) Give the names for the following compounds.

-C=CH,
I
CH3

ii) CH.CHCHC
"IIOH
HO \)H
UM

O
iii) II
(C 6 H 5 ) 2 CHCCH 3
(3 marks)

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CONFIDENTIAL 12 PH/APR2010/PHC114

QUESTION 6

a) Aspirin or acetyl salicylic is synthesized by reacting salicylic acid with acetic

anhydride:
C7H603 + C 4 H 6 0 3 -» C 9 H 8 0 4 + C 2 H 4 0 2
salicylic acid acetic anhydride aspirin acetic acid

(Molar mass: salicylic acid = 138 g/mol; acetic anhydride = 102 g/mol; aspirin = 180 g/mol;
acetic acid = 60 g/mol)

i) How much salicylic acid is required to produce 0.400 g of aspirin, assuming

acetic anhydride is present is excess?
(2 marks)

ii) In one experiment, 9.26 g of salicylic acid is reacted with 0.084 mol of acetic
anhydride.

I. Determine the limiting reactant.

(1 mark)

II. Calculate the mass of acetic acid produced.

(1 mark)

III. Calculate the theoretical yield of aspirin.

(1!4 marks)

IV. Calculate the percent yield of aspirin if only 10.9 g aspirin is

produced.
(remarks)

b) Draw the structures of all isomers of pentane.

(3 marks)

QUESTION 7

a) Element W which is in period 3 chemically combines with X forming a gaseous

compound with a formula WX3. As a result of this combination, W achieves an octet
of electrons while X has 2 electrons only. WX3 combines with X+ to form \NX/ ion.

i) Which group is W placed in the Periodic Table?

(1 mark)

ii) Write the electron configuration in terms of orbital diagram for W atom.
(1 mark)

iii) How many lone pair of electrons is found in WX3?

(1 mark)

iv) Draw a Lewis diagram to represent the formation of WX»+.

(2 marks)

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CONFIDENTIAL 13 PH/APR2010/PHC114

b) Briefly explain why

i) metal is a good electric and heat conductor.

ii) when moving along group 1 to 3 in a periodic table, there is an increase in

metallic bond strength.

(2 marks)

c) Circle and name three functional groups in the following structure.

COOH

(3 marks)

END OF QUESTION PAPER

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CONFIDENTIAL APPENDIX PH/APR2010/PHC114

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