Which of the following compounds will NOT produce fumes when treated with hydrogen chloride in the presence of zinc chloride catalysts? I. \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH} \) II. \(\mathrm{CH}_3 \mathrm{CHO}\) III. \(\mathrm{CH}_3 \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_3\) IV. (IV) \(\mathrm{CH}_3 \mathrm{COCH}_3\) V. (V) \(\mathrm{CH}_3 \mathrm{COOH}\)
A. II, IV, V B. I, II, III C. II, III, IV D. I, II, IV
Correct Answer: A
Explanation
This question is to test your knowledge of the behavior of alkanol as basically indicated by their reaction with halogen acids in the presence of anhydrous zinc chloride. (i) \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}+\mathrm{HClCH}_3 \stackrel{\mathrm{ZnCl}}{\longrightarrow} \mathrm{CH}_2 \mathrm{Cl}+\mathrm{H}_2 \mathrm{O}\) (ii) \(\mathrm{CH}_3 \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_3+\mathrm{HCl} \stackrel{\mathrm{ZnCl}_2}{\longrightarrow} \mathrm{CH}_3 \mathrm{CH}\left(\mathrm{Cl}^2 \mathrm{CH}_3+\mathrm{H}_2 \mathrm{O}\right.\)