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Chapter 11: Q56C (page 350)

Question: Order each of the following sets of compounds with respect to reactivity:

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Answer

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01

SN2  reaction

It is the substitution nucleophilic unimolecular reaction. It follows first-order kinetics that it is a two-step reaction in which a carbocation intermediate is formed.

The rate of the reaction depends only on the reacting species and is independent of the nucleophile.

02

Reactivity towards SN2 reaction

As the carbocation intermediate is formed in the reaction the reacting species which form the most stable carbocation is more reactive toward the nucleophile.

Stability of carbocation:

  1. 30 > 20 > 10
  2. If carbocation showing resonance is more stable than non-resonance carbocation

So,

Reactivity order

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Most popular questions from this chapter

Question: What stereochemistry do you expect for the alkene obtained by E2 elimination of (1R, 2R)-1,2-dibromo-1,2-diphenylethane? Draw a Newman projection of the reacting conformation.

How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?

c.CH3CH2CH2CH2CN

Organic solvents like benzene, ether, and chloroform are neither protic nor strongly polar. What effect would you expect these solvents to have on the reactivity of a nucleophile in SN2 reactions?

Question: The reactions shown below are unlikely to occur as written. Tell what is wrong with each, and predict the actual product.

a.

Which substance in each of the following pairs is more reactive as a nucleophile? Explain.

(a)CH32N-orCH32NH(b) (CH3)3Bor(CH3)3N(c)H2OorH2S
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