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IChO 2015-47 International Chemistry Olympiad Practical & Theoretical Examination and Marking Schemes

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International Chemistry Olympiad Problems with Solutions

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Life is a huge
lab




PRACTICAL
EXAMINATION


JULY 23, 2015
BAKU, AZERBAIJAN

, 47th International Chemistry Olympiad. Baku, Azerbaijan, July 20-29, 2015. ABC-1

General Directions

• Safety rules: follow ones given in the Preparatory problems booklet
• No eating or drinking in the lab.
• Always wear your lab coat and safety goggles when being in the lab. Ask your lab
assistant for the gloves of your size.
• Violating safety rules: you will get one warning only; offend again: you are
disqualified.
• Problems and answers booklet: XX pages (incl. the cover sheet and Periodic table
of elements) with 3 tasks.
• Time: 5 h; you will have 30 min for reading before the start. 30 min notification
before the end.
• Your student code: write it down on every page!
• Answers: Write down your answers only in the answer boxes in the booklet and cells
in the file on the memory stick. Answers written elsewhere will not be graded.
Relevant calculations have to be shown.
• Use only the pen, pencil, and calculator provided.
• Take the reading of the burette as accurately as possible.
• More chemicals or glassware needed? Ask your lab assistant. Replacement of each
item will be penalized with 1 point of 40 for the Practical examination. This does not
refer to the distilled water, ice and napkins. No replacement of manometer, set-up for
Task 3 and the memory stick.
• Questions re: safety, apparatus, chemicals, toilet break, drinking water: ask your lab
assistant.
• Liquid chemical waste: put it only in the designated 1 L bottle labeled “WASTE”.
• Official English version available on request for clarification only. Ask your lab
assistant.
• After the stop signal put your booklet in the envelope (do not seal), leave at your
table.
• Do not leave the lab until you are allowed so by your lab assistant.
• You must stop your work immediately after the stop signal. A 1 min delay will
result in zero points for the current task.
• During the Practical exam, some of the glassware and plastics are expected to be
used several times. Clean it carefully.
• We do not recommend overlapping Task 1 with either Task 2, or Task 3.



2
Practical examination. Official English version.

, 47th International Chemistry Olympiad. Baku, Azerbaijan, July 20-29, 2015. ABC-1

List of Chemicals
Concentr
Name State Quantity Placed in Labeled
ation

Task 1
3-Methyl- Solution Plastic vial, 3-methylthiophene
4g/8 mL 4g
thiophene in CCl4 30 ml in CCl4
1-Bromo-2,5-
Plastic vial, NBS
pyrrolidinedione Solid - 7.3g
30 ml 7,3 g
(NBS)
Carbon Plastic vial,
Liquid - 24 mL CCl4
tetrachloride 125 mL

Unknown catalyst in CCl4 Plastic vial, 4 mL Catalyst

Potassium
Solid - 0.02 g Plastic vial, 4 mL K2CO3
carbonate

Task 2
Test solution To be
Aqueous Plastic bottle,
containing VO2+ deter- 100 mL Test solution
solution 100 mL
and Cr3+ mined
Aqueous ~ 500 Glass bottle,
Sulfuric acid 1M 1M H2SO4
solution mL 1000 mL
Potassium Aqueous Plastic bottle,
0.03 M 15 mL 0.03 M KMnO4
permanganate solution 30 mL
Aqueous Plastic bottle,
Oxalic acid 0.03 M 30 mL 0.03 M Н2С2О4
solution 50 mL
Phenylanthranilic Aqueous Dropper,
0.1 % 5 mL Indicator
acid solution 6 mL
Read
Ammonium Aqueous Glass bottle,
from the 100 mL Mohr's salt
iron(II) sulfate solution 100 mL
label
Aqueous Dropper,
Silver nitrate 0.3 % 5 mL 0.3 % AgNO3
solution 8 mL
Ammonium Aqueous Plastic bottle,
10 % 70 mL 10 % (NH4)2S2O8
persulfate solution 100 mL

Task 3
Diclofenac To be
Aqueous
containing deter- 5 mL Plastic vial, 30 mL Control
solution
medicine mined
Potassium Aqueous Reagent bottle, 100 KMnO4
6×10-3 M ~ 30 mL
permanganate solution mL 6×10-3 M
Sulfuric acid (in
Aqueous ~ 500 Reagent bottle with
the same bottle as 1M 1M H2SO4
solution mL glass stopper, 1L
for Task 2)
Diclofenac Aqueous ~ 600 ~ 20 mL Reagent bottle, 100 DCF
sodium salt solution mg/L mL 600 mg/L

3
Practical examination. Official English version.

, 47th International Chemistry Olympiad. Baku, Azerbaijan, July 20-29, 2015. ABC-1

List of labware and equipment
Item Quantity Located

On the tables for common use
Refractometer Refracto 30GS 1- lab Under the hood
Napkins for refractometer cleaning Under the hood
Wash bottle “Cleaning solvent” for the Under the hood
refractometer
Aluminum foil for wrapping 1-2 rolls / 1 lab On lab assistants’ table
Balances 1-3/ 1 lab On separate tables
Gloves (S, M, L) On lab assistants’ table
Large bottle labeled “H2O dist.” Near the sink
Napkins for general purposes 1 Pack / 1 row Near the sink



As labeled on Fig. 1,
Item Quantity
2, 5

On each working place, to be used in more than one task
Hot-plate magnetic stirrer 1
Waste bottle labeled “Waste” 1
Cotton gloves 1 pair
Wash bottle, 500 mL, labeled “H2O distilled” 1
Pipette pump, 10 mL, green 1
Pipette pump, 2 mL, blue 1
Graduated cylinder, 25.0 mL for H2SO4 only 1
Safety goggles 1
Napkins for general purposes 1 pack

Task 1


Laboratory stand 1
2
Round-bottom three-necked flask,
1 2
100 mL
Reflux condenser, connected to water
1 3
supply
6 (one labeled with
Glass ground joint stopper 4
your student code)
Dropping funnel, 50 mL 1 5
Oval magnetic stir-bar (big) 1 6
Pear-shaped round-bottom flask for
1 7
distillation, 50 mL
Claisen distillation adapter 1 8
Thermometer with fixed ground joint tube 1 9

4
Practical examination. Official English version.

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