Chemistry 9701 · AS & A Level · An introduction to A Level organic chemistry
An introduction to A Level organic chemistry — practice question
Compound $C$ has molecular formula $\text{C}_7\text{H}_{14}\text{O}$. When $C$ is treated with hot concentrated acidified $\text{KMnO}_4(\text{aq})$, the products are two compounds, $D$, $\text{C}_4\text{H}_8\text{O}$, and $E$, $\text{C}_3\text{H}_4\text{O}_3$. The outcomes from four tests performed on these three compounds are displayed in the table.
(a(i))
State the functional group that $\text{Br}_2(\text{aq})$ is used to detect.
(a(ii))
State the functional group that $\text{Na}(\text{s})$ is used to detect.
(a(iii))
State the functional group that $\text{I}_2(\text{aq}) + \text{OH}^-(\text{aq})$ tests for.
(a(iv))[4]
State the functional group that 2,4-dinitrophenylhydrazine tests for.
(b)[2]
Using the test results above, suggest structures for compounds $D$ and $E$.
(c)[3]
Compound C has two stereoisomers. Draw the structural formula of each of the two isomers, and state the type of stereoisomerism involved.
Worked solution & mark scheme
This 9-mark question has a full step-by-step worked solution and mark scheme. One marking point: “Alkenes / $C=C$ double bonds” …