(a)[1]
State the systematic name assigned to compound R.
(b(i))[2]
R is dissolved in CDCl$_3$ and then examined by carbon-13 and proton NMR spectroscopy. Predict how many peaks appear in the carbon-13 NMR spectrum of R. Predict how many peaks appear in the proton NMR spectrum of R.
(b(ii))[1]
A separate sample of R is dissolved in D$_2$O. The proton NMR spectrum of this solution has one fewer peak than the spectrum obtained in CDCl$_3$. Explain why.
(c)[6]
Compound $R$ reacts separately with the four reagents listed in the table. Complete the table by drawing the structures of the organic products formed and stating the type of reaction.