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Mixing furan with maleic anhydride in ether yields a crystalline solid with a melting point of...

Mixing furan with maleic anhydride in ether yields a crystalline solid with a melting point of 125

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Furan and Maleic anhydride undergoes a Diels-Alder reaction when mixed together to form an adduct as shown below in th figure. This compounds melts when heated at 125 oC. At its melting point it undergoes a retro-Diels-Alder reaction, wherein, furan leaves as a gas from the system. When cooled it resolidifies to give back maleic anhydride melting at 56 oC.

Given below are the structures and reaction for the Diels-Alder and Reto-Diels-Alder reaction of furan and maleic anhydride.

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