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Chapter 9: Q20P (page 411)

Draw the configuration(s) of the substitution product(s) formed from the reaction of the following compounds with the indicated nucleophiles:

Short Answer

Expert verified

a)

It follows SN2 mechanism.

b.

It follows SN2 mechanism.

Step by step solution

01

How SN2 reaction proceed

1. It is one step reaction.

2. In this nucleophile attacks the back side of the carbon.

3. In this one intermediate stage is formed.

4. In intermediate stage one group is leaving group and one group is attacking group.

5. In this inversion of reaction takes place.

02

Final answer

a)

It follows the SN2 mechanism.

b)

It follows SN2 mechanism.

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Most popular questions from this chapter

Starting with cyclohexene, how could the following compounds be prepared?

a. methoxycyclohexane

b. cyclohexylmethylamine

c. dicyclohexyl ether

Question:What product is formed when 1-bromopropane reacts with each of the following nucleophiles?

a. HO-

b. -NH2

c. CH3S-

d. HS-

e. CH3O-

f. CH3NH2

a. Explain why the reaction of an alkyl halide with ammonia gives a low yield of primary amine.

b. Explain why a much better yield of primary amine is obtained from the reaction of an alkyl halide with an azide ion (-N3), followed by catalytic hydrogenation. (Hint: An alkyl azide is not nucleophilic.)

a. Explain why 1-bromo-2,2-dimethylpropane has difficulty undergoing both SN2 and SN1 reactions.

b. Can it undergo E2 and E1 reactions?

Draw the substitution product formed by each of the following SN2 reactions:

a. trans-1-iodo-4-ethylcyclohexane and methoxide ion

b. cis-1-chloro-3-methylcyclobutane and ethoxide ion
See all solutions

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