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Why does furan undergo Diels alder reaction?

Aniket Singh , 11 Months ago
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Askiitians Tutor Team

Furan is a highly reactive molecule due to its conjugated system of double bonds. This conjugation makes it susceptible to undergo Diels-Alder reactions, which are a type of cycloaddition reaction between a conjugated diene (a molecule with two double bonds) and a dienophile (a molecule that readily reacts with a diene to form a cyclic compound).

In the case of furan, it acts as the diene component. The four π-electrons of the double bonds in furan can participate in the Diels-Alder reaction with a dienophile, which typically has an electron-withdrawing group that can stabilize the intermediate carbocation or anion formed during the reaction. This reaction leads to the formation of a cyclohexene ring.

The Diels-Alder reaction is favored by the aromaticity and stability of the resulting cyclohexene ring, as well as the release of strain energy associated with the formation of a more stable cyclic product. Additionally, furan's relatively high reactivity and the availability of electron density on its π-system make it a suitable diene for this reaction.

Last Activity: 11 Months ago
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