(a)[3]
Fill in the table with any observations for how each reagent reacts with P, Q and R. If there is no reaction, write ‘no reaction’.
(b)[1]
Q is reduced by $\text{NaBH}_4$. Write the equation for the reaction of Q with $\text{NaBH}_4$. In your answer, use $[\text{H}]$ to represent $\text{NaBH}_4$.
(c)[2]
R is one member of a pair of stereoisomers. Identify the stereoisomerism shown by R and draw the structure of the other stereoisomer.
(d)[3]
The infra-red spectrum shown is for one of P, Q or R. Work out which compound, P, Q or R, gives this spectrum. Explain your answer. In your response, name any relevant absorptions in the infra-red spectrum and the bonds they correspond to in the region above $1500\,\text{cm}^{-1}$.