Question 1

Propanone has a much higher boiling temperature than butane.

The main reason for this is

  A  

propanone has permanent dipole-dipole forces between its molecules while butane does not

  B  

propanone forms hydrogen bonds between its molecules while butane does not

  C  

propanone has stronger induced dipole-dipole forces between its molecules than butane

  D  

the carbon-oxygen double bond in propanone is very strong

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Question 2

Ethanal may be prepared by

  A  

heating ethanoic acid with lithium aluminium hydride in dry ether

  B  

refluxing a mixture of bromoethane and aqueous sodium hydroxide

  C  

refluxing a mixture of ethanol and acidified potassium dichromate(VI)

  D  

distilling from a mixture of ethanol and acidified potassium dichromate(VI)

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Question 3

CH3CH2COCH2CHreacts with hydrogen cyanide to form an organic product called a cyanohydrin.

Which feature applies to the cyanohydrin product?

  A  

it has one chiral centre

  B  

it is formed by electrophilic addition

  C  

it is formed via an intermediate which contains the C-OH group

  D  

its formation requires the use of cyanide ions as a catalyst

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Question 4

What will react differently with the two isomeric alcohols, (CH3)3CCH2OH and (CH3)2CHCH2CH2OH?

  A  

acidified aqueous potassium manganate(VII)

  B  

concentrated sulfuric acid


  C  

phosphorus pentachloride

  D  

sodium

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Question 5

Which reagent will give similar results with both butanone and butanal?

  A  

acidified aqueous potassium dichromate(VI)

  B  

an alkaline solution containing complexed Cu2+ ions (Fehling’s solution)

  C  

an aqueous solution containing [Ag(NH3)2](Tollens’ reagent)

  D  

2,4-dinitrophenylhydrazine reagent

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Question 6

Compound X contains two functional groups.

Which reagent will react with only one of the functional groups?

  A  

acidified potassium dichromate(VI)

  B  

2,4-DNPH reagent


  C  

hydrogen cyanide


  D  

NaBH4

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Question 7

3-methylbutanone is treated with alkaline aqueous iodine. The mixture of products is then acidified.

Which compound is present in the final mixture of products?

  A  

3-methylbutanoic acid

  B  

butanoic acid


  C  

methylpropanoic acid


  D  

propanoic acid

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Question 8

Structural isomerism and stereoisomerism should be considered when answering this question.

Each of the following carbonyl compounds is reacted with NaBH4. The product of each reaction is heated with concentrated phosphoric acid at 170°C, generating one product or a mixture of isomers.

Which carbonyl compound will produce the most isomers?

  A  

butanal

  B  

butanone

  C  

pentan-3-one


  D  

propanone

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Question 9

Ketones react with hydrogen cyanide, HCN, in the presence of cyanide ions, CN-.

Which of these ketones does not form a racemic mixture in this reaction?

  A  

CH3CH2CH2COCH3

  B  

CH3CH2COCH2CH3

  C  

CH3CH2CH2CH2COCH3

  D  

CH3CH2CH2COCH2CH3

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Question 10

Ketones react with hydrogen cyanide, HCN, in the presence of cyanide ions, CN-.

This type of reaction is classified as

  A  

nucleophilic substitution

  B  

nucleophilic addition

  C  

electrophilic addition

  D  

electrophilic substitution

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Question 11

Name the functional group in HCHO.

  A  

aldehyde

  B  

ketone

  C  

alcohol

  D  

carboxylic acid

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Question 12

What is the functional group in C6H5COCH3?

  A  

aldehyde

  B  

carboxylic acid

  C  

ester

  D  

ketone

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Question 13

Which of the following compounds would form an orange-red precipitate when heated with Fehling’s solution?

  A  

CH3CH2CN

  B  

CH3CH2COOH

  C  

CH3CHO


  D  

CH3COCH3

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Question 14

Which alcohol could not be produced by the reduction of an aldehyde or a ketone?

  A  

2,2-dimethylpropan-1-ol

  B  

2-methylbutan-2-ol

  C  

3-methylbutan-2-ol

  D  

pentan-3-ol

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Question 15

Which compound forms optically active compounds on reduction?

  A  

CH3CH2C(CH3)=CHCH3

  B  

CH3CH2C(CH3)=CH2

  C  

CH3COCH3

  D  

CH3CH2COCH3

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