Question

- vivUINUAR 3) Why is cyclopentadiene more reactive ntadiene more reactive with maleic anhydride than with itself? chiral centers does endo-norbornene-cis-5,6-dicarboxylic acid possess? Is the 4) How many chiral centers does endo molecule itself chiral? (continued) 5) Endo-norbornene-cis-5,6-dicarboxylic acid can be converted back into its anhydride precursor by treatment with anhydrous acid. Propose a mechanism for this reaction.

Answer 1

3) Cyclobendadieue creacts with maleic anhydride and unduga Diels-Alder cycle- - Addition. The reaction creates a new Six-membered ring. The diene component should assume a socis conformation The reaction will be stereospecific with resheet to the Substituent Configuration In both the dienophile and the dient . Cyclopentadiene cannot react with another molcule of itself because the Condition. of the Maction is that there should be an electron donating group on the diene to facilitate the million or there should ber an electron withdrawing gurups on the dienophile to facilitate the reaction. As Ouclo pentadiene don't have any electron alonating wmp so ut cont dealt with the another molecule of itself. But the dienophile i.e. (maleic anhydul de) have electron withdrawing group that would trellitate this Martion Tendo bentadieue is a good diene because it has socis confirmation and there is also a good dienophile I Maleic anhydride d which has election withdrawing effect T carbonyl groups because the two alkene o carbons are electron bour and this it a good farget by the Pi electrons in Is the diene CamScanner

Cyclopentadiene - B (maleic anhidriele and e r Alkynes can also taken as dienophiles but cyclopentadiene cannot act as dienophile neither do ut has electron donating group Scanned with CamScanner