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Organic Chemistry Multiple Choice Questions and Answers – Nucleophilic Substitution Reaction

(1) Which of the following compound shows the correct decreasing order of solvolysis with aqueous ethanol?

The correct choice is:

[A] III > II > I > IV
[B] III > II > IV > I
[C] II > III > IV > I
[D] III > I > IV > II
Answer: III > II > IV > I
(2) Which of the following reaction will go faster if the concentration of the nucleophile is raised?

[A] I and III
[B] II and IV
[C] I and II
[D] I, II and IV
Answer: I and II

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(3) SN1 reaction undergoes through a carbocation intermediate as follows:

[R = t-Bu, iso-Pr, Et, Me] (X = Cl, Br, I)

The correct statements are:

I. The decreasing order of rate of SN1reaction is t-BuX > iso-PrX > EtX > MeX

II. The decreasing order of ionization energy is MeX > EtX > iso-PrX > t-BuX

III. The decreasing order of energy of activation is t-BuX > iso-PrX > EtX > MeX

[A] I & II are correct
[B] I & III are correct
[C] II and III are correct
[D] I, II & III are correct
Answer: I & II are correct
(4) Which statement is incorrect about the following reaction?

[A] The rate of these reaction depends on both [R—I] and [131I-]
[B] Loss of optical activity was twice as fast as the gain of radioactivity
[C] Each molecule undergoing substitution suffers Inversion of configuration
[D] The Final solution has radioactive iodine only
Answer: The Final solution has radioactive iodine only
(5) Which one is an excellent substrate for SN2 reaction?

[A] (a)
[B] (b)
[C] (c)
[D] (d)
Answer: (a)
(6) Which of the following curve correctly represents SN1 vs SN2?

[A] (a)
[B] (b)
[C] (c)
[D] (d)
Answer: (b)
(7) Which configuration will be adopted by X and Y respectively?

[A] R, R
[B] R, S
[C] S, S
[D] S, R
Answer: R, S
(8) What will be the correct order of SN2/E2 ratio for the %yield of the product of the following halide?

[A] III > IV > II > I
[B] III > II > IV > I
[C] I > III > IV > II
[D] II > I > III > IV
Answer: III > IV > II > I
(9) Which of the following is an incorrect statement?

[A] Rate of formation of (II) and (IV)would be identical
[B] Rate of formation of (I) would be slower than that of (III)
[C] Formation of (I) would show primary isotope effect
[D] Formation of (III) involves E1 reaction
Answer: Formation of (III) involves E1 reaction
(10) Which of the following type of reaction shows heterolytic bond cleavage?

[A] (a)
[B] (b)
[C] (c)
[D] (d)
Answer: (b)

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