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Chapter 11: Q.11-50a (page 350)

Question:What products would you expect from the reaction of 1-bromopropane with each of the following?

(a) NaNH2

Short Answer

Expert verified

Answer

CH3CH2CH2Br+NaNH2鈫扖贬3CH2CH=NH2+NaBrEliminationreactionCH3CH2CH2Br+NaNH2鈫扖贬3CH2CH2NH2+NaBrSubstitutionreaction


Step by step solution

01

 SN2 reaction

It is a nucleophilic substitution reaction in which an old bond is broken and a new bond is formed. Both processes occur simultaneously. Hence, it鈥檚 a single-step reaction.

Two reacting species are involved in the rate-determining steps.

CH3CH2CH2Br+NaNH2鈫扖贬3CH2CH2NH2+NaBrSubstitutionreaction

02

 E2 reaction

It is a nucleophilic elimination reaction in which old bond is broken and new bond is formed. Both the processes occur simultaneously and no intermediate is formed.

Here, carbon hydrogen or halogen bond breaks to form new double bond. Hence, it鈥檚 a single step reaction.

CH3CH2CH2Br+NaNH2鈫扖贬3CH2CH=NH2+NaBrEliminationreaction

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Most popular questions from this chapter

Question:What products would you expect from the reaction of 1-bromopropane with each of the following?

(d) NaCN

What stereochemistry do you expect for the trisubstituted alkene obtained by E2 elimination of the following alkyl halide on treatment with KOH? (Reddish brown = Br.)

Which compound in each of the following pairs will react faster in an SN2reaction with OH-?

(c)(CH3)3CClorCH3Cl

Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on E2elimination. Make sure you indicate the stereochemistry.

Question:What products would you expect from the reaction of 1-bromopropane with each of the following?

(b) KOC(CH3)
See all solutions

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