A reasonable mechanism for the given elimination reaction is to be given assuming that it takes place via an E1 mechanism. Concept introduction: E1 reaction is a unimolecular elimination reaction which takes place in two steps. In the first step, the bond between the carbon atom and the leaving group breaks to generate a carbocation, which is known as a heterolysis step. In the second step, a base removes a proton forming an alkene . A proton transfer reaction is handy and can be incorporated in the mechanism of an E1 elimination to avoid the formation of incompatible species.

Question

A student proposes the transformation below in one step of an organic synthesis. There may be one or more reactants missing from the left-hand side, but there are no products missing from the right-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. • If the student's transformation is possible, then complete the reaction by adding any missing reactants to the left-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + T G OH де OH This transformation can't be done in one step.

Answer 1

Question

Chapter 8, Problem 8.23P

Interpretation Introduction

Interpretation:

A reasonable mechanism for the given elimination reaction is to be given assuming that it takes place via an E1 mechanism.

Concept introduction:

E1 reaction is a unimolecular elimination reaction which takes place in two steps. In the first step, the bond between the carbon atom and the leaving group breaks to generate a carbocation, which is known as a heterolysis step. In the second step, a base removes a proton forming an alkene. A proton transfer reaction is handy and can be incorporated in the mechanism of an E1 elimination to avoid the formation of incompatible species.

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A student proposes the transformation below in one step of an organic synthesis. There may be one or more reactants missing from the left-hand side, but there are no products missing from the right-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. • If the student's transformation is possible, then complete the reaction by adding any missing reactants to the left-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + T G OH де OH This transformation can't be done in one step.

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