Question 1

Which pair of compounds can both be separately hydrolysed in acidic conditions to form propanoic acid?

  A  

propyl methanoate and ethanenitrile

  B  

propyl methanoate and propanenitrile

  C  

methyl propanoate and ethanenitrile

  D  

methyl propanoate and propanenitrile

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Question 2

Which set of reagents is not suitable for the step indicated?

  A  

step 1:  HCN and KCN

  B  

step 2:  hot ethanolic KOH

  C  

step 3:  warm aqueous H2SO4

  D  

step 4:  CH3OH with an acid catalyst

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Question 3

Which reaction may be used to make a carboxylic acid in a single step?

  A  

hydrolysis of an ester with hydrochloric acid

  B  

hydrolysis of an ester with sodium hydroxide

  C  

reaction of steam and phosphoric acid with an alkene

  D  

reaction of an acyl chloride with ammonia

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Question 4

Which reagent will give a different observation with compounds P and Q?

HOCH2CH(OH)CHO        HOCH2COCH2OH

P                                        Q

  A  

Br2(aq)

  B  

hot acidified KMnO4

  C  

silver nitrate in ammonia solution

  D  

warm acidified K2Cr2O7

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Question 5

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?

  A  

H2 gas, nickel catalyst, and 400°C

  B  

LiAlH4 in dry ether

  C  

NaBH4 in aqueous solution

  D  

steam, concentrated H2SO4, 300°C, and 60 atm pressure

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Question 6

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?

  A  

acidified KMnO4

  B  

Br2(aq) followed by hot NaOH(aq)

  C  

H2O with Pt catalyst


  D  

steam with H2SO4


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Question 7

Which reaction will give the best yield of 1-chloropropane?

  A  

chlorine gas with propene gas in the dark

  B  

propan-1-ol with dilute NaCl(aq)

  C  

propan-1-ol with PCl5


  D  

propene with dilute HCl(aq)

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Question 8

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)?

  A  

CH3CH2CH(OH)CH(OH)CH2COOH

  B  

CH3CH2COCOCH2COOH

  C  

CH3CH2CH=CHCH2COOH

  D  

CH3CH2COOH and HOOCCH2COOH

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Question 9

Which pair of reagents will take part in a redox reaction?

  A  

CH3CHCH2 + Br2

  B  

CH3CH2CH2OH + concentrated H3PO4

  C  

CH3COCH3 + HCN

  D  

HCOOC2H5 + dilute H2SO4

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Question 10

Which reaction would not give ethanoic acid?

  A  

heating ethanenitrile under reflux with dilute sodium hydroxide

  B  

heating ethanenitrile under reflux with dilute sulfuric acid


  C  

heating ethanal under reflux with acidified sodium dichromate(VI)


  D  

heating ethanol under reflux with acidified sodium dichromate(VI)

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Question 11

Which compound could be formed by a one-step reaction from 1-chloropropane?

  A  

CH3CHOHCH3

  B  

CH3CHNHCH3

  C  

CH3CH2CH2OH

  D  

(CH3)2CHNH2

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Question 12

Which substance cannot be made in a single step from C2H4?

  A  

C2H5OH

  B  

C2H5Br

  C  

C2H6

  D  

C2H5NH2

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Question 13

Which of these reagent(s) will not react with HOCH2CH2CH2COOH?

  A  

NaCN in ethanol


  B  

C2H5OH in the presence of an acid catalyst

  C  

(CH3CO)2O


  D  

concentrated H2SO4


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Question 14

Which one of the following reacts with ethanoic acid and with phenol?

  A  

aqueous potassium hydroxide

  B  

bromine

  C  

calcium carbonate

  D  

methanol and an acid catalyst

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Question 15

Which compound does not react with nucleophiles?

  A  

CH3CH2CHO

  B  

CH3CHCH2


  C  

CH3CH2COCH3


  D  

CH3CH2CH2Cl

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Question 16

Which reaction involves addition-elimination?

  A  

(CH3)2CHBr + KOH ➔ CH3CH=CH2 + KBr + H2O

  B  

CH3COCl + C6H5OH ➔ CH3COOC6H5 + HCl

  C  

CH3CH=CH2 + Cl2 ➔ CH3CHClCH2Cl

  D  

CH3CH2CH2Br + NaOH ➔ CH3CH2CH2OH + NaBr

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