Chemistry 9701 · AS & A Level · Carbonyl compounds

Carbonyl compounds — practice question

Hydroxyethanal, $\text{HOCH}_2\text{CHO}$, has been detected in dust clouds close to the centre of our galaxy.
(a)[2]

Predict the bond angles marked $x$ and $y$ in the hydroxyethanal diagram.

(b)[2]

Hydroxyethanal is tested separately with 2,4-dinitrophenylhydrazine (2,4-DNPH) and with Tollens’ reagent. State the observation in each case.

(c(i))[1]

When hydroxyethanal is oxidised to ethanedioic acid, $(\text{CO}_2\text{H})_2$, by excess acidified dichromate(VI) ions, $\text{Cr}_2\text{O}_7^{2-}$, state the role of the acidified $\text{Cr}_2\text{O}_7^{2-}$ in this reaction.

(c(ii))[2]

State and explain any other conditions needed for this reaction to work successfully.

(d(i))[1]

Hydroxyethanal may be reduced to ethane-1,2-diol, $(\text{CH}_2\text{OH})_2$, as shown. Write an equation for the reduction of hydroxyethanal to $(\text{CH}_2\text{OH})_2$. Use $[\text{H}]$ to stand for one hydrogen atom from the reducing agent.

(d(ii))[1]

Identify a reagent for this reduction reaction.

(d(iii))[1]

$(\text{CH}_2\text{OH})_2$ is also produced when alkene A reacts with cold, dilute, acidified manganate(VII) ions. Name A.

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