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

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

(d) NaCN

Short Answer

Expert verified

Answer:

CH3CH2CH2叠谤+狈补颁狈鈫扖贬3CH2CH2CN+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 is a single-step reaction.

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

02

 Step2: Reaction of CH3CH2CH2Br+NaCN

It is a substitution reaction in which C-Br is broken and the C-CN bond is formed in a single-step process which means the bromide ion is substituted by the cyanide ion. Hence, it is a substitution reaction, and bromide and cyanide are nucleophiles鈥� so-called nucleophilic substitution reactions.

CH3CH2CH2叠谤+狈补颁狈鈫扖贬3CH2CH2CN+NaBrSubstitutionreaction

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Most popular questions from this chapter

Which reaction in each of the following pairs would you expect to be faster?

(b) Thedisplacement byon bromoethane or on bromocyclohexane

Question: Propose structures for compounds that fit the following descriptions:

(c) An alkyl halide that gives the non-Zaitsev product onreaction

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.

What product would you expect to obtain from reaction of with (R)-2-bromobutane? Show the stereochemistry of both the reactant and product.

From which alkyl bromide was the following alkyl acetate made SN2 byreaction? Write the reaction, showing all stereochemistry.
See all solutions

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