Quelpr
2 marksFunctional Group Analysis, Reactions and Mechanisms

CAPE Chemistry Unit 2 · 2017 · Paper 2 · Question 4(b)(i)

Two isomeric phenyl alcohols, A and B (C8H10O), when reacted with concentrated sulfuric acid produce Compound D, which decolourizes bromine in an organic solvent. Acidified potassium dichromate(VI) oxidises both isomers to Compounds E and F respectively, which both produce a yellow precipitate with 2,4-DNP. Only Compound F forms a silver mirror with Tollens' reagent.

State the type of reaction producing Compound D and write its structural formula.

The mark scheme is shown once you've answered.

Practise this question

Other parts of this question

  1. 4(a)Define the terms 'primary', 'secondary', and 'tertiary' as applied to alcohols, providing relevant examples using structural formulae for each.[6 marks]
  2. 4(b)(ii)Explain the reactions which led to the production of Compounds E and F.[2 marks]
  3. 4(c)(i)Deduce the structural formulae of Compounds E and F.[2 marks]
  4. 4(c)(ii)Deduce the structural formulae of Compounds A and B.[2 marks]
  5. 4(d)Comment on the reaction of Compounds A and B to plane polarized light.[1 mark]

More practice: the rest of this paper · more Functional Group Analysis, Reactions and Mechanisms questions · all CAPE Chemistry Unit 2 past papers