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Karnataka Board PUCPUC Science 2nd PUC Class 12

A primary alkyl halide would prefer to undergo ______. - Chemistry

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Question

A primary alkyl halide would prefer to undergo ______.

Options

  • SN1 reaction

  • SN2 reaction

  • α–Elimination

  • Racemisation

MCQ
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Solution

A primary alkyl halide would prefer to undergo SN2 reaction.

Explanation:

SN2 type reactions (i.e. bimolecular nucleophilic substitution) proceed in one step and the rate of reaction depends on concentration of alkyl halide as well as nucleophile i.e. r = k[RX][Nu]. It is a second-order reaction. During SN2 reaction, inversion in configuration occurs (viz. starting with dextrorotatory halide a laevorotatory product is obtained and vice-versa).

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Chapter 10: Haloalkanes and Haloarenes - Exercises [Page 137]

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NCERT Exemplar Chemistry [English] Class 12
Chapter 10 Haloalkanes and Haloarenes
Exercises | Q I. 16. | Page 137

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The following questions are case-based questions. Read the passage carefully and answer the questions that follow:

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Nucleophilic substitution reaction of haloalkane can be conducted according to both SN1 and SN2 mechanisms. SN1 is a two-step reaction, while SN2 is a single-step reaction. For any haloalkane, which mechanism is followed depends on factors such as the structure of haloalkane, properties of leaving group, nucleophilic reagent and solvent.

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In SN1 reaction, the polarity of the system increases from the reactant to the transition state, because a polar solvent has a greater effect on the transition state than the reactant, thereby reducing activation energy and accelerating the reaction. In SN2 reaction, the polarity of the system generally does not change from the reactant to the transition state, and only charge dispersion occurs. At this time, the polar solvent has a great stabilizing effect on Nu than the transition state, thereby increasing activation energy and slow down the reaction rate. For example, the decomposition rate (SN1) of tertiary chlorobutane at 25°C in water (dielectric constant 79) is 300000 times faster than in ethanol (dielectric constant 24).

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