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Problem 1

In \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\), the bond that undergoes heterolytic cleavage most readily is (a) \(\mathrm{O}-\mathrm{H}\) (b) \(\mathrm{C}-\mathrm{H}\) (c) \(\mathrm{C}-\mathrm{O}\) (d) \(\mathrm{C}-\mathrm{C}\)

Problem 3

Which one of the following behaves both as a nucleophile and as an electrophile? (a) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{NH}_{2}\) (b) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{OH}\) (c) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{C} \equiv \mathrm{N}\) (d) \(\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{ONa}\)

Problem 4

Pick the strongest nucleophile. (a) \(\mathrm{X}\) (b) \(\stackrel{\ominus}{\mathrm{N}} \mathrm{H}_{2}\) (c) \(\mathrm{H}-\mathrm{C} \equiv \mathrm{C}\) : (d) \(\mathrm{H}\)

Problem 5

Which of the following has the highest nucleophi-licity? (a) \(\mathrm{F}\) - (b) \(\mathrm{OH}\) (c) \(\mathrm{CH}_{3}-\) (d) \(\mathrm{NH}_{2}^{-}\)

Problem 6

The decreasing order of nucleophilicity of HS', \(\mathrm{RCOO}, \mathrm{RCOOH}\) and \(\mathrm{ROH}\) is (a) \(\mathrm{RCOO}>\mathrm{HS}-\mathrm{RCOOH}>\mathrm{ROH}\) (b) \(\mathrm{HS}^{-}>\mathrm{RCOO}^{-}>\mathrm{RCOOH}>\mathrm{ROH}\) (c) \(\mathrm{HS}>\mathrm{RCOO}^{-}>\mathrm{ROH}>\mathrm{RCOOH}\) (d) \(\mathrm{RCOO}>\mathrm{HS}->\mathrm{ROH}>\mathrm{RCOOH}\)

Problem 7

Which of the following is strongest nucleophile? (a) \(\mathrm{Br}\) (b) :OH (c) \(: \overline{C N}\) (d) \(\mathrm{C}_{2} \mathrm{H}_{5} \overline{\mathrm{O}}:\)

Problem 8

Which of the following is the strongest nucleophile? (a) \(\mathrm{NH}_{2}\) (b) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}\) (c) \(\mathrm{HC}^{2} \equiv \mathrm{C}^{-}\) (d) \(\mathrm{H}, \mathrm{C}=\mathrm{CH}^{-}\)

Problem 9

Among the following, the strongest nucleophiles is (a) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{SH}\) (b) \(\mathrm{CH}_{3} \mathrm{COO}^{-}\) (c) \(\mathrm{CH}_{3} \mathrm{NH}_{2}\) (d) \(\mathrm{NCCH}_{2}\)

Problem 10

Phenol is more reactive than benzene towards eletrophillic substitution due to (a) strong mesomeric effect (b) hyperconjugative effect (c) Inductive effect only (d) hydrogen bonding

Problem 11

Free radicals are involved in mechanism of (a) Kharash effect (b) Cracking of alkanes (c) Halogenation of alkanes (d) all of these

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