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4 marksAcidic and Basic Character of Organic Compounds

CAPE Chemistry Unit 2 · May/June 2019 · Paper 2 · Question 1(d)(ii)

Consider the statement “All amines are weak bases and aqueous solutions of amines are basic."

The pKb values for ethanamide, ethylamine and phenylamine are 14.51, 3.27 and 9.38 respectively. Account for the difference in these pKb values.

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  1. 1(a)(i)State the name of the starting compound.[1 mark]
  2. 1(a)(ii)State the type of reaction which takes place when the compound reacts with sodium hydroxide.[1 mark]
  3. 1(a)(iii)Outline a mechanism for the reaction, using curved arrows to show the movement of electrons. Show clearly the structure of any intermediates formed as well as…[3 marks]
  4. 1(b)(i)State the reagents and condition(s) used to convert benzene into nitrobenzene.[3 marks]
  5. 1(b)(ii)Outline the mechanism for the reaction described in (b) (i).[5 marks]
  6. 1(c)(i)Write the reagents used for the reactions I, II and III.[3 marks]
  7. 1(c)(ii)State the class of compounds to which E belongs, giving the commercial significance of such compounds.[2 marks]
  8. 1(d)(i)Use the compound ethylamine CH3CH2NH2 and a relevant equation to explain the statement above.[3 marks]
  9. 1(e)Complete the table by inserting the appropriate observations and reagents.[5 marks]

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