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Chapter 4: Problem 81
The product \(\mathrm{P}\) in the following reaction is \(\mathrm{ClCH}_{2}-\mathrm{CH}_{2} \mathrm{OH} \stackrel{\mathrm{OH}^{-}}{\longrightarrow} \mathrm{P}\)
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\(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{Br}+\mathrm{KI} \stackrel{\text { acetone }}{\longrightarrow} \mathrm{C}_{2} \mathrm{H}_{5}-\mathrm{I}+\mathrm{KBr} \quad \rightarrow(\mathrm{I})\) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{Br}+\mathrm{KI} \stackrel{\text { acetone }}{\longrightarrow}\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{I}+\mathrm{KBr} \quad \rightarrow(\mathrm{II})\) Reaction (II) is much slower than reaction (I) because (a) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CBr}\) is sparingly soluble in acetone. (b) (I) follows \(\mathrm{S}_{\mathrm{N}} 1\) and (II) follows \(\mathrm{S}_{\mathrm{N}} 2\) mechanism. (c) (I) follows \(\mathrm{S}_{\mathrm{N}} 2\) and (II) follows \(\mathrm{S}_{\mathrm{N}} 1\) mechanism. (d) steric hindrance in the case of reaction (II).
Which of the following statements is correct? (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{~S}^{-}\) is a stronger base, but weaker nucleophile than \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{O}^{-}\). (b) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{~S}^{-}\) is a weaker base, but more nucleophilic than \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{O}^{-}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{~S}^{-}\) is a stronger base and more nucleophilic than \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{O}^{-}\). (d) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{~S}^{-}\) is a weaker base and less nucleophilic than \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{O}^{-}\).
Vapours of isomeric butyl alcohols are passed over copper at \(573 \mathrm{~K}\). The products obtained from normal, sec, iso and tertiary butyl alcohols respectively are (a) aldehyde, ketone, aldehyde and ketone, (b) aldehyde, ketone, ketone and aldehyde (c) aldehyde, ketone, aldehyde and alkene (d) ketone, aldehyde, aldehyde and alkene
Match the elements of Column I to elements of Column II. There can be single or multiple matches. Column I (a) \(\mathrm{S}_{\mathrm{N}} 1\) reaction (b) \(\mathrm{S}_{\mathrm{N}} 2\) reaction (c) El reaction (d) E2 reaction Column II (p) Carbocation (q) \(\mathrm{CH}_{3}-\mathrm{CHCl}-\mathrm{CH}_{2}-\mathrm{CH}_{3}+\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-} \stackrel{\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{OH}}{\longrightarrow}\) Major product (r) one step process (s) \(\mathrm{CH}_{3}-\mathrm{CHBr}-\mathrm{CH}_{3}+\mathrm{I}^{-} \stackrel{\text { acetoee }}{\longrightarrow}\) (t) Racemisation
Oxidation of one mole of glycerol with periodic acid gives (a) 1 mole each of methanol, methanal and methanoic acid. (b) 1 mole of methanal and 2 moles of methanoic acid. (c) 1 mole of methanoic acid and 2 moles of methanal. (d) three moles of methanal.
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