How to Choose Molecules for Doing SN2 and SN1 Synthesis-Practice Problems

Practice

1.

Identify the reagents that would allow accomplishing each of the following transformations. More than one reagent and one step may be required. Pay close attention to the stereochemistry. As a good practice, determine if the reaction goes through SN1 or SN2 mechanism and draw the curved arrow mechanisms.

Answer

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Solution

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2.

Each of the following compounds can be prepared with an alkyl halide and a suitable nucleophile by SN2 substitution. Identify the alkyl halide and the nucleophile that would lead to each product. When more than one set of reactants can be used, determine which one is a better choice.

a)
Answer

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b)
Answer

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c)
Answer

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d)
Answer

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e)
Answer

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f)
Answer

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g)
Answer

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h)
Answer

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i)
Answer

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j)
Answer

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k)
Answer

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2 thoughts on “How to Choose Molecules for Doing SN2 and SN1 Synthesis-Practice Problems”

  1. Hello Professor: If I react 5-bromo-2-methyl-2-hexene with water in an SN1, would the rearrangement of a carbocation to an allylic cation lead me to (E)-2-methyl-3-ene-2-ol?

    Reply

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