Question 1

Compound X consists of carbon, hydrogen and oxygen only. It has only one functional group.

What can be deduced about X?

  A  

X is an aldehyde or ketone

  B  

X is an alcohol

  C  

X is a carboxylic acid

  D  

X is an alkene

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Question 2

The infrared spectrum of a compound with molecular formula C10H12O2 includes strong peaks in the ranges 1,750 - 1,735 cm-1 and 1,150 - 1,100 cm-1.

The compound could be

  A  

C6H5CH2CH2CH2COOH


  B  

C6H5CH2CH2CH2COOCH3


  C  

C6H5CH2CH2COOCH2CH3


  D  

C6H5COOCH2CH2CH3


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Question 3

A sample of element X is analysed using mass spectrometry. The mass spectrum obtained is shown.


What is the relative atomic mass of this sample of element X?

  A  

113.7 

  B  

114.0 

  C  

114.2 

  D  

114.4

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Question 4

How many structural isomers with the molecular formula C4H10O give infra-red absorptions both at approximately 1200 cm-1 and at approximately 3400 cm-1?

  A  

2

  B  

4

  C  

6

  D  

7

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Question 5

This question concern the use of infrared (IR) spectra to identify organic compounds.

The IR absorption ranges associated with some organic functional groups are given below.

When propan-2-ol is refluxed with potassium dichromate(VI) and sulfuric acid, the product will show a peak due to

  A  

O-H stretching in alcohols at 3750-3200 cm-1

  B  

C=O stretching in aldehydes at 1740-1720 cm-1

  C  

C=O stretching in ketones at 1700-1680 cm-1

  D  

C=O stretching in carboxylic acids at 1725-1700 cm-1

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Question 6

This question concern the use of infrared (IR) spectra to identify organic compounds.

The IR absorption ranges associated with some organic functional groups are given below.

When propan-1-ol is heated with potassium dichromate(VI) and sulfuric acid, the product, that is distilled off as it is formed, will show a peak due to

  A  

O-H stretching in alcohols at 3750-3200 cm-1

  B  

C=O stretching in aldehydes at 1740-1720 cm-1

  C  

C=O stretching in ketones at 1700-1680 cm-1

  D  

C=O stretching in carboxylic acids at 1725-1700 cm-1

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Question 7

Bromine has two isotopes with relative isotopic masses 79 and 81.

Which of the following values for mass/charge ratio could correspond to a peak in the mass spectrum of bromine, Br2?

You should assume the ions detected have a single positive charge.

  A  

79.9

  B  

80

  C  

159

  D  

160

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Question 8

What is correct about a mass spectrum of a compound?

  A  

it shows the atoms produced from the compound

  B  

it enables the Mr of the compound to be determined

  C  

it has a small M+1 peak because of some 2H atoms present in the compound

  D  

the units of the x-axis are ‘mass’

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Question 9

CO and N2 both have Mr values of 28.

What is the reason that CO and N2 can be distinguished by high-resolution mass spectrometry?

  A  

CO has a dipole, unlike N2

  B  

CO is more reactive than N2

  C  

the values of their M+ peaks would be different

  D  

CO and N2 would give different fragments


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Question 10

The mass spectrum of ethanoic acid has a peak at m/z 45. Which species could cause this?

  A  

CH3COOH+

  B  

COOH+

  C  

13CH3COOH+

  D  

CH3+

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Question 11

Which alcohol is likely to have a fragment ion at m/z = 31 in its mass spectrum?

  A  

CH3CH2CH(OH)CH3

  B  

CH3CH2CH2C(OH)(CH3)2


  C  

CH3CH(OH)CH2CH2CH3


  D  

(CH3)2CHCH2OH


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Question 12

Chlorine exists as two isotopes 35Cl and 37Cl in the ratio 3:1.

Which statement about peaks in the mass spectrum of Cl2 is correct?

  A  

peaks at m/z = 70 and 74 in the ratio 3:1

  B  

peaks at m/z = 70, 72 and 74 in the ratio 9:6:1

  C  

peaks at m/z = 70, 72 and 74 in the ratio 9:3:1

  D  

peaks at m/z = 70 and 72 in the ratio 3:1

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Question 13

The infrared spectrum of an organic compound is shown.

Which compound produces this spectrum?

  A  

ethanoic acid

  B  

4-hydroxybutanone

  C  

propan-1-ol

  D  

prop-2-en-1-ol

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