Question

Add curved arrows to the reactants to show the formation of new bonds and the breaking of old bonds for the following Diels-Alder reaction. A double-barbed curve is used to represent the movement of a pair of electrons. The two solid wedges are suppose to be H's not methyl groups.

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Concepts and reason

A Diels–Alder reaction is a [4 + 2] cycloaddition reaction between a conjugated diene and dienophile (substituted alkene or alkyne) to form a substituted cyclohexene. This reaction takes place in a single step with no intermediates in this reaction.

Fundamentals

A compound with a conjugated double bond in a system is represented as a diene.

Diene

A substituted alkene or alkyne is represented as a dienophile.

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Dienophiles

A Diels–Alder reaction follows a concerted, mechanistic pathway; that means that the reaction is a one-step mechanism.

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It is clear from the above example that there are three pi-bonds from diene and dienophile to produce two new sigma bonds and one pi-bond in the products.

Diene
Dienophile

The given reaction condition is drawn below.

(4+2) cyclo addition
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The product during the Diels–Alder reaction is written below in a reaction:

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Ans:

Double-barbed curve mechanism of the DielsAlder reaction is

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