Sn1E1 Reactions

Carbocation Consequence Problems

Problem 2.1:

Sketch the reaction coordinate vs. energy diagram of the following unimolecular reaction. Reactant A is solvated to carbocation B. Then carbocation B rearranges to carbocation C. Finally the solvent reacts with carbocation C to form product D

Solution for Problem 2.1

Problem 2.2: Predict all possible S_N1 and E2 products.

Solution for Problem 2.2

Problem 2.3: A sample of this molecule is 100% "S."

Predict its stereochemistry after a predominantly S_N1 reaction.

Solution for Problem 2.3

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Consequences of the Carbocation Intermediate

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