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Chapter 4: Problem 90
The compound which gives yellow precipitate when heated with iodine and alkali is (a) propan - 1 -ol (b) methanol (c) tert-butyl alcohol (d) butan- \(2-\) ol
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The correct nucleophilicity order among the following is (a) \(\mathrm{NH}_{2}^{-}>\mathrm{OH}^{-}>\mathrm{F}^{-}>\mathrm{CH}_{3}^{-}\) (b) \(\mathrm{CH}_{3}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{OH}^{-}>\mathrm{F}^{-}\) (c) \(\mathrm{OH}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{CH}_{3}^{-}>\mathrm{F}^{-}\) (d) \(\mathrm{CH}_{3}^{-}>\mathrm{OH}^{-}>\mathrm{F}^{-}>\mathrm{NH}_{2}^{-}\)
Bromobenzene is treated with magnesium in dry ether to form compound \(x\) which is then treated with ethanol to form compound \(\mathrm{y}\). The compound \(\mathrm{y}\) is (a) Benzene (b) Phenol (c) Ethylbenzene (d) ethyl phenyl ether
Directions: Each question contains Statement- 1 and Statement-2 and has the following choices (a), (b), (c) and (d), out of which ONLY ONE is correct. (a) Statement- 1 is True, Statement- 2 is True; Statement- 2 is a correct explanation for Statement- 1 (b) Statement- 1 is True, Statement- 2 is True; Statement- 2 is NOT a correct explanation for Statement- 1 (c) Statement- 1 is True, Statement- 2 is False (d) Statement- 1 is False, Statement- 2 is True Statement 1 Fluorobenzene undergoes nucleophilic substitution much faster than chlorobenzene. and Statement 2 Eluorine being more electronegative causes more decrease in electron density at the carbon leading to a faster attack by the nucleophile.
Chlorobenzene is less reactive than benzyl chloride towards nucleophilic substitution because (a) the carbon of \(\mathrm{C}-\mathrm{Cl}\) bond in \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\) is sp \(^{2}\) hybridized and holds the electron pair more firmly as compared to sp \(^{3}\) carbon containing chlorine in \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\). (b) the \(\mathrm{C}-\mathrm{Cl}\) bond in \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\) is less polar compared to that in \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\). (c) the C-Cl bond in \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\) acquires partial double bond character due to resonance involving the lone pair on chlorine atom. (d) the chlorine in \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\) is deactivating due to its high electronegativity.
Which of the following reactions will give benzyl chloride? (a) \(\mathrm{C}_{6} \mathrm{H}_{6}+\mathrm{HCHO}+\mathrm{HCl} \stackrel{\mathrm{ZnCl}_{3}}{\longrightarrow}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{3}+\mathrm{Cl}_{2} \stackrel{\mathrm{hv}}{\Delta}\) (c) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{3}+\mathrm{SO}_{2} \mathrm{Cl}_{2} \stackrel{\text { peroxide }}{\longrightarrow}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{3}+\mathrm{SOCl}_{2} \rightarrow\)
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