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Practice questions for substitution and elimination reaction

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9 views

Practice questions for substitution and elimination reaction

Uploaded by

Bukhari
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Practice Questions for Substitution and Elimination Reactions

1. For each of the reactions provided below, identify the most likely mechanism (E1, SN1,
E2, SN2, or a combination of these) that would occur under the specified conditions.
Draw the major product(s) of each reaction, ensuring to include stereochemistry where
it is relevant.
2. Rank the following species in the increasing order of their nucleophilicity. (“1”
representing the strongest nucleophile.

O
O
O O
O

2 4 3 1

3. For each of the compounds listed below, identify the most effective leaving group. Justify
your choice based on the leaving group's stability and ability to depart.

4. Circle the most acidic proton(s) in each of the following molecules.

O
OH Cl

O
5. Show the complete electron pushing mechanism for the following reaction.

6. The molecule below reacts through an SN1/E1 pathway in methanol. Draw the
mechanism for each pathway and energy coordinated diagram showing the
intermediate and transition state.

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