Chemistry 9701 · AS & A Level · Atoms, molecules and stoichiometry

Atoms, molecules and stoichiometry — practice question

Ethanal undergoes reaction with hydrogen cyanide, with a small amount of $\text{NaCN}$ present, as illustrated. $\text{CH}_3\text{CHO} + \text{HCN} \rightarrow \text{CH}_3\text{CH(OH)CN}$
(a)[3]

From the bond energies listed in the Data Booklet, work out the enthalpy change for this reaction. Give your answer with a sign.

(b(i))[2]

Explain what is meant by stereoisomerism and chiral centre.

(b(ii))[1]

Suggest why the two optical isomers are formed in equal amounts in this reaction.

(c(i))[5]

Complete the diagram to show the mechanism of this reaction. Include all required charges, partial charges, lone pairs and curly arrows, and show the structure of the intermediate.

(c(ii))[1]

Using your mechanism in (i), explain the role of $\text{NaCN}$ in this reaction.

Worked solution & mark scheme

This 12-mark question has a full step-by-step worked solution and mark scheme. One marking point: energy for bond breaking $= 740 + 410 = 1150\,\text{kJ}$

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