16. Conjugated Systems
Diels-Alder Forming Bridged Products
14PRACTICE PROBLEM
There is one electron-donating group (C=O) and one electron-withdrawing group (R-O-R) in a diene, as shown below. This substance can function as the diene in a Diels-Alder reaction because it has a suitable electron density. When heated gently, the product rearranges to form 2,4,5-trimethylbenzamide, a very stable compound, and CO2 gas.
![](https://static.studychannel.pearsonprd.tech/courses/organic-chemistry/thumbnails/4cb21630-4d20-45e8-9893-dd11f5fa2a05)
Explain how this strongly exothermic decarboxylation takes place.
There is one electron-donating group (C=O) and one electron-withdrawing group (R-O-R) in a diene, as shown below. This substance can function as the diene in a Diels-Alder reaction because it has a suitable electron density. When heated gently, the product rearranges to form 2,4,5-trimethylbenzamide, a very stable compound, and CO2 gas.
Explain how this strongly exothermic decarboxylation takes place.