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CAPE Chemistry Unit 1 · 2006 · Paper 2 · Question 7(a)(i)

The reaction sequence below shows the conversion of methylbenzene to A. [Reaction sequence provided]

For the reaction sequence given above, state the reagents and conditions needed for Reactions I and II.

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  1. 7(a)(ii)Identify ONE OTHER product that could be obtained in Reaction I by changing the conditions. State the condition(s) needed.[2 marks]
  2. 7(b)(i)Explain the differences in basic character of A, ammonia and amphetamine. In your explanation make reference to the molecular features of each molecule. State…[8 marks]
  3. 7(b)(ii)Write an equation to show the basic nature of any ONE of the above substances.[1 mark]
  4. 7(b)(iii)The pKa of A is 9.62. Suggest how the pKa of amphetamine and ammonia should vary relative to that of A.[2 marks]
  5. 7(c)(i)Predict pH values for difluoroethanoic acid and dibromoethanoic acid.[2 marks]
  6. 7(c)(ii)Would benzoic acid be a stronger or weaker acid than ethanoic acid?[1 mark]

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