(a)[3]
State and explain the relative rate of hydrolysis of acyl chlorides, alkyl chlorides and aryl chlorides. fastest $>$ ................. $>$ ................. slowest
(b)[3]
The drug remifentanil is shown. Remifentanil is completely hydrolysed under acidic conditions. Three different organic compounds are formed. Draw the structures for these organic compounds in the boxes.
(c(i))[1]
Compound Y, $\mathrm{C_5H_{10}O_2}$, reacts with $\mathrm{Na_2CO_3(aq)}$ to evolve bubbles of gas. The proton ($^1\mathrm{H}$) NMR spectrum of compound Y in $\mathrm{D_2O}$ is shown. Use this information to suggest a structure for Y.
(c(ii))[3]
Use the Data Booklet, the proton ($^1\mathrm{H}$) NMR spectrum and your answer to (c)(i) to complete the table.