Question 1

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?

  A  

electrophilic addition

  B  

electrophilic substitution

  C  

nucleophilic addition

  D  

nucleophilic substitution

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Question 2

A two-step preparation of propylamine is shown.

bromoethane ➔ X ➔ propylamine

What is X?

  A  

CH3CH2CH2NH2

  B  

CH3CH2CN


  C  

CH3CH2CH2Br

  D  

CH3CH2NH2

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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

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 5

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 6

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 7

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 8

Which statement about the reactions of methanol is correct?

  A  

it cannot be oxidised to methanal

  B  

it reacts with acid anhydrides to form methyl esters

  C  

it reacts with ethanoic acid to form HCOOC2H5

  D  

it undergoes dehydration to an alkene

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Question 9

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

  A  

C2H5OH

  B  

C2H5Br

  C  

C2H6

  D  

C2H5NH2

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Question 10

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 11

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 12

Which compound does not react with nucleophiles?

  A  

CH3CH2CHO

  B  

CH3CHCH2


  C  

CH3CH2COCH3


  D  

CH3CH2CH2Cl

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Question 13

Which is the mechanism for this conversion?

  A  

addition-elimination

  B  

electrophilic substitution

  C  

free-radical substitution

  D  

nucleophilic substitution

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Question 14

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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