Organic Synthesis - exam practice
Organic Synthesis
Question 1 of 29
1 of 29
Pentanenitrile can be made by reaction of 1-bromobutane with potassium cyanide.
Which of these is the correct name for the mechanism of this reaction?
Question 2 of 29
2 of 29
A two-step preparation of propylamine is shown.
bromoethane ➔ X ➔ propylamine
What is X?
Question 3 of 29
3 of 29
Butan-1-ol can be made by reaction of 1-bromobutane with aqueous sodium hydroxide.
Which of these is the correct name for the mechanism of this reaction?
Question 4 of 29
4 of 29
Which piece of apparatus is normally used in solvent extraction?
Question 5 of 29
5 of 29
Cinnamaldehyde, C6H5CH=CHCHO, is a liquid that is slightly soluble in water but is much more soluble in ether. It decomposes below its boiling temperature.
It can be extracted from cinnamon. Sticks of cinnamon are ground up and mixed with water.
Select the correct order of practical techniques to obtain cinnamaldehyde from this mixture.
Question 6 of 29
6 of 29
If the starting material is iodoethane, which sequence of reactions will produce propanoic acid as the main final product in good yield?
Question 7 of 29
7 of 29
Many, but not all, organic reactions need to be heated before a reaction occurs.
Which reaction occurs quickly at room temperature, 20°C?
Question 8 of 29
8 of 29
Which organic reaction is an example of nucleophilic substitution?
Question 9 of 29
9 of 29
A student is required to dry a liquid sample of pentanoic acid.
Which drying agent is suitable?
Question 10 of 29
10 of 29
Which reaction will not give bromoethane as a product?
Question 11 of 29
11 of 29
Which reaction will give CH3CH2CH(OH)CH2CH3 as a product?
Question 12 of 29
12 of 29
What are the correct reagents for the conversion below?
CH3CH2CHOHCH3 ➔ CH3CH2CHBrCH3
Question 13 of 29
13 of 29
Which pair of compounds can bothbe separately hydrolysed in acidic conditions to form propanoic acid?
Question 14 of 29
14 of 29
Which set of reagents is not suitable for the step indicated?

Question 15 of 29
15 of 29
Which reaction may be used to make a carboxylic acid in a single step?
Question 16 of 29
16 of 29
Cottonseed oil contains large amounts of polyunsaturated carboxylic acids. When this oil is used to make margarine, the C=C double bonds in the unsaturated carboxylic acids are hydrogenated.
What reagents and conditions would be suitable to bring about this hydrogenation reaction?
Question 17 of 29
17 of 29
Energy is released in the human body by the oxidation of glucose in a complex sequence of reactions. Part of this sequence is the Krebs cycle.
One reaction in the Krebs cycle is the conversion of fumaric acid into malic acid.
HO2CCH=CHCO2H ➔ HO2CCH(OH)CH2CO2H
fumaric acid malic acid
Which reagents could achieve this transformation in the laboratory?
Question 18 of 29
18 of 29
The compound ‘leaf alcohol’ is partly responsible for the smell of new-mown grass.
CH3CH2CH=CHCH2CH2OH
leaf alcohol
What will be formed when ‘leaf alcohol’ is oxidised using an excess of hot, acidified K2Cr2O7(aq)?
Question 19 of 29
19 of 29
Which pair of reagents will take part in a redox reaction?
Question 20 of 29
20 of 29
Which reaction would not give ethanoic acid?
Question 21 of 29
21 of 29
Which compound could be formed by a one-step reaction from 1-chloropropane?
Question 22 of 29
22 of 29
Which statement about the purification of a solid by recrystallisation is correct?
Question 23 of 29
23 of 29
Which substance cannotbe made in a single step from C2H4?
Question 24 of 29
24 of 29
Which compound does not react with nucleophiles?
Question 25 of 29
25 of 29
Which is the mechanism for this conversion?

Question 26 of 29
26 of 29
What reagent reacts with propylmagnesium bromide to produce butanoic acid?
Question 27 of 29
27 of 29
What is the product of the reaction between propylmagnesium bromide and propanal?
Question 28 of 29
28 of 29
What is the product of the reaction between propylmagnesium bromide and butanone?
Question 29 of 29
29 of 29
Which organic compound reacts with a Grignard reagent to give a product that forms a secondary alcohol on hydrolysis?