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 UNIVERSITI KUALA LUMPUR
ASSESSMENT BRIEF

COURSE DETAILS
INSTITUTE UniKL MICET
COURSE NAME ANALYTICAL AND ORGANIC CHEMISTRY
COURSE CODE CLB 10803
COURSE LEADER NORHAYATI MOHD IDRUS
LECTURER NORHAYATI MOHD IDRUS
SEMESTER & YEAR JULY 2020

ASSESSMENT DETAILS
TITLE/NAME FINAL ASSESSMENT (ONLINE THROUGH VLE)
WEIGHTING 40%
DATE/DEADLINE 01/12/2020, 09.00 AM – 12.00 PM
COURSE LEARNING CLO 1:
OUTCOME(S) State and apply the phenomena, basic concepts, laws and principles in
analytical and organic chemistry. (C3)

CLO 2:
Perform experimental works effectively in group. (P4)

CLO3:
Handling analytical equipment and analyze the output for data reporting.
(P3)
INSTRUCTIONS 1. Students have to answer the assessment by using online platform (VLE)
within stipulated time.
2. Online System Availability: 01 December 2020 (9AM – 12PM)
3. Duration of assessment is 3 HOURS.
4. There are FOUR (4) questions. Answer all the questions in ENGLISH
LANGUAGE.
5. CHEATING in the form of copying lecture notes and similar answers to
your peers will be given zero (0) marks for the candidate.
6. Submission will be done in HANDWRITTEN form via VLE.
7. Please write down your name and id on each answer sheet.
8. Compile your answers in ONE document (e.g. PDF or words
document.)
9. Save your document as your FULLNAME.
10. Kindly fill up “FINAL ASSESSMENT COVERSHEET” (attached as the
cover page along with this document) and attached it along with your
submission.
JULY 2020 CONFIDENTIAL

INSTRUCTION: Answer ALL questions.

(Total: 80 marks)

Question 1

(a) In the esterification reaction, propan-2-ol is heated in the presence of benzoic acid and
sulphuric acid.

i. With the aid of chemical equation, predict the products of the reaction.
(3 marks)
ii. Write the IUPAC name for the major product of the esterification reaction in (i).
(2 marks)
iii. The major product of the esterification reaction (ii), then has been analysed using
FTIR. The infra-red spectrum of the major product is given in Figure 1. By referring
to the Correlation Chart given in Appendix 1, identify the possible functional groups
present and state the frequency.
(5 marks)

Figure 1
iv. Draw the possible vibrational modes obtained from the major product (ii).
(2 marks)

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(b) The presence of chromium in a ground water samples was determined by atomic
absorption spectroscopy and the results were summarized in Table 1.

Sample Concentration (mg/L) Absorbance (nm)

Standard 1 10 0.292
Standard 2 20 0.378
Standard 3 30 0.467
Standard 4 40 0.554
Ground water X 0.423
Table 1

i. Construct a calibration curve for chromium using Excel.

(Refer APPENDIX 2 for example)
(4 marks)
2
ii. Derive a least squares equation (R ) for the plot in part (i) using Excel.
(2 marks)
iii. Determine the concentration of chromium in ground water (X) in mg/L from
the calibration curve in (i).
(2 marks)

Question 2

(a) Ethyne (acetylene) is a colourless, inflammable gas widely used as a fuel in oxyacetylene
welding and cutting of metals and as raw material in the synthesis of many organic
chemicals and plastics.

i. With the aid of chemical equation, predict the products of the hydration of ethyne.
(3 marks)
ii. A wavelength of the major product in (i) was obtained by using UV-vis
spectroscopy as shown in the Figure 2. Determine the lambda max () from the
Figure 2.
( 2 marks)

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JULY 2020 CONFIDENTIAL

Figure 2

iii. Briefly explain how the lambda max () can be determine during experiment.
(5 marks)

(b) N-methyl-3-methylbutanamide can be synthesized by condensation reaction.

i. Classify the amide in (b)

(2 marks)
ii. Show a complete chemical equation for the condensation reaction synthesis of
N-methyl-3-methylbutanamide.
(3 marks)
iii. A solution containing N-methyl-3-methylbutanamide has a molar absorptivity of
9.32 X 103Lcm-1 mol-1 at 470 nm. Calculate the absorbance of 6.4X10-5 M of the
solution in a 10 mm cell.
(3 marks)
iv. Calculate the percentage transmittance (%T) of the solution described in (iii).
(2 marks)

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Question 3

(a) Compounds A, B and C are synthesis from Grignard reaction.

Compound A Compound B

Compound C

i. Write the IUPAC names for compounds A, B and C.

(3 marks)
ii. All compounds in (i) then have been analysed using gas chromatography
(GC). Sketch a complete possible chromatogram that will be obtained from
the analysis.
(3 marks)
iii. Justify your answer in (ii).
(3 marks)

(b) Alkenes find many diverse applications in industry. They are used as starting
materials in the syntheses of alcohols, plastics, detergents, and fuels. Compound Y
consist of alkene functional group.
H3C
CH2

Compound Y
i. Write the IUPAC name for compound Y.
(1 mark)

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JULY 2020 CONFIDENTIAL

ii. Write a chemical equation for hydration of compound Y. Draw the structure
and give IUPAC name of the product.
(3 marks)
iii. Write a chemical equation ozonolysis of compound X undergo. Draw the
structure and give IUPAC name of the product.
(3 marks)

(c) Figure 3, shows a reaction to prepare p-nitrotoluene from benzene.

Figure 3
i. Identify reagents A and B that would be required to carry out the following
reactions.
(2 marks)
ii. Name the reactions involved.
(2 marks)

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Question 4

The structure of compounds I, II, III and IV are shown as below:

CH3CH(CH3)CH(CH3)CH3 CH3CH(CH3)CH2CH2CH3
I II

CH3(CH2)4CH3 CH3(CH2)5CH3
III IV

(a) Write the IUPAC names for the compounds I, II, III and IV.
(4 marks)

(b) Arrange these compounds in order of ascending boiling point. Explain your
answer.
(8 marks)

(c) In the experiment of determination of caffeine in soft drink, compound (III) in

liquid form is used as a non-polar mobile phase, while silica as a polar
stationary phase. With aid of diagram explain the elution process occur in
normal phase HPLC column.
(8 marks)

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APPENDIX 1

Table 1.0 Characteristic Infrared Absorption frequencies

Bond Compound Type Frequency range, cm-1

2960-2850(s) stretch
Alkanes
C-H 1470-1350(v) scissoring and bending
CH3 Umbrella Deformation 1380(m-w) - Doublet - isopropyl, t-butyl
3080-3020(m) stretch
C-H Alkenes
1000-675(s) bend
Aromatic Rings 3100-3000(m) stretch
C-H Phenyl Ring Substitution Bands 870-675(s) bend
Phenyl Ring Substitution Overtones 2000-1600(w) - fingerprint region
3333-3267(s) stretch
C-H Alkynes
700-610(b) bend
C=C Alkenes 1680-1640(m,w)) stretch
CC Alkynes 2260-2100(w,sh) stretch
C=C Aromatic Rings 1600, 1500(w) stretch
C-O Alcohols, Ethers, Carboxylic acids, Esters 1260-1000(s) stretch
C=O Aldehydes, Ketones, Carboxylic acids, Esters 1760-1670(s) stretch
Monomeric -- Alcohols, Phenols 3640-3160(s,br) stretch
O-H Hydrogen-bonded -- Alcohols, Phenols 3600-3200(b) stretch
Carboxylic acids 3000-2500(b) stretch
3500-3300(m) stretch
N-H Amines
1650-1580 (m) bend
C-N Amines 1340-1020(m) stretch
C-N Nitriles 2260-2220(v) stretch
1660-1500(s) asymmetrical stretch
NO2 Nitro Compounds
1390-1260(s) symmetrical stretch

v - variable, m - medium, s - strong, br - broad, w - weak

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APPENDIX 2

Write your full name on the

graph as picture

CLB 10803 ANALYTICAL AND ORGANIC CHEMISTRY 10