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Quiz 5 Practice (Gandler Fall 2021)

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What does the S, N and the 1/2 stand in Sn1/SN2 reactions?

S for substitution. N for nucleophilic and 1/2 for the order of the rate of reaction.

Name the following

5-chloro-1,4dimethylcyclohex-1-ene

Draw the Sn2 product for (R)-2-bromohexane and NaCN

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Arrange the following constitutional isomers of C4H9Br in order of increasing reactivity towards SN2. Hint: Table 7.2

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Give an example of a reagent that will favor Hoffman and one that will favor Zaitsev products

Hoffman = Ethoxide Zaitsev = tert-butoxide

What would be the E2 product for the following reaction.

No reaction.

What are the rate-determining steps in E1 and Sn1 reactions?

Loss of leaving group, carbocation formation

Sn1/E1 rates increase with

Better leaving group, more stable carbocations, polar protic solvents

Determine whether the following is Sn1/Sn2/E1 or E2 mechanism

E1,E2,E1

Challenge: What would be the product for the following?

SN1