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OCR A LEVEL CHEMISRTY organic synthesis ALL QUESTIONS

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OCR A LEVEL CHEMISRTY organic synthesis ALL QUESTIONS EVER

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1 Primary alcohols can be oxidised under distillation to make aldehydes.


Draw a labelled diagram to show how you would set up apparatus for distillation.




[2]

2(a) Oil of wintergreen is a liquid used in medicine to relieve muscle pain.


Compound H is a component in oil of wintergreen and can be synthesised from compound G, as shown below.
The boiling point and density of compound H are stated.




A student prepares a sample of compound H by the method below.


Step 1 Reflux 8.97 g of compound G for 30 minutes with an excess of methanol in the presence of a small
amount of sulfuric acid as a catalyst.
Step 2 Add an excess of aqueous sodium carbonate, Na2CO3(aq). Two layers are obtained.
Step 3 Purify the impure compound H that forms from the resulting mixture.


The student follows this method and obtains 5.32 g of pure compound H.


Why does the student use reflux in Step 1?




[1]




© OCR 2025. You may photocopy this page. 1 of 41 Created in ExamBuilder

, (b) Describe how to purify the impure compound H from the two layers in Step 2.




[4]

3 A student investigates the rate of hydrolysis of different iodoalkanes using aqueous silver nitrate in ethanol.


What colour of precipitate is seen?


A Brown
B Cream
C White
D Yellow



Your answer [1]




© OCR 2025. You may photocopy this page. 2 of 41 Created in ExamBuilder

, 4 Geraniol, shown below, is a component in many natural oils.




Which pair of reagents identifies both functional groups in geraniol?


A Acidified dichromate(VI) and 2,4-dinitrophenylhydrazine.
B Bromine water and 2,4-dinitrophenylhydrazine.
C Bromine water and acidified dichromate(VI).
D Tollens’ reagent and aqueous silver nitrate in ethanol.



Your answer [1]




5 4.30 g of the alcohol C5H9OH, (Mr = 86.0), is burned in oxygen.


C5H9OH(l) + 7O2(g) → 5CO2(g) + 5H2O(l)


Which volume of oxygen gas is needed, in dm3, for this complete combustion of C5H9OH, at RTP?


A 1.2
B 2.4
C 5.8
D 8.4



Your answer [1]




© OCR 2025. You may photocopy this page. 3 of 41 Created in ExamBuilder

, 6 Which functional groups are present in the compound below?




A Alcohol and aldehyde.
B Alcohol and ketone.
C Carboxylic acid and aldehyde.
D Carboxylic acid and ketone.



Your answer [1]




7 A student has planned the two-stage synthesis shown below.




Which compound could be the intermediate for this synthesis?




A




B




© OCR 2025. You may photocopy this page. 4 of 41 Created in ExamBuilder

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