Q3(a)(i). Methyl cyanide heated with dilute HCl
Predict the reaction mechanism and the major product formed when methyl cyanide is heated with dilute hydrochloric acid.
Answer in brief
Major product: acetic acid (with NH₄Cl). CH₃CN + 2 H₂O + HCl → CH₃COOH + NH₄Cl, through acetamide.
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Coversnitrile hydrolysisacetonitrilenitrilium ionimidic acidacetamideacid-catalysed hydrolysis
All parts of Question 3
- 3(a)(i) Methyl cyanide heated with dilute HCl10 marks
- 3(a)(ii) Bromine addition to cis- and trans-2-butene5 marks
- 3(b)(i) Enone from a methoxy triene5 marks
- 3(b)(ii) Classify the rearrangement at 33 °C5 marks
- 3(b)(iii) Methoxy methyl benzoquinone with butadiene5 marks
- 3(c)(i) Acyl chloride to isocyanate; singlet and triplet nitrene10 marks
- 3(c)(ii) Indole at C-3; inertness of chlorobenzene10 marks