1. Three (03) students are planning to run Diels-Alder reactionsusing maleic anhydride as dienophile and three (03) differentdienes (A, B, and C). Student A will be using cyclopenta-1,3-diene(compound A), Student B will be using buta-1,3-diene (compound B)and student C will be using 1,2,3,7,8,8a-hexahydronaphthalene(compound C).
- Draw the reaction schemes for Student A, Student B and StudentC using the above given starting materials (write “NO REACTION”whenever the reaction is impossible).
Student A’s reaction scheme (2 pts)
Student B’s reaction scheme (2 pts)
Student C’s reaction scheme (2 pts)
- Which of the three reactions would you expect to be thefastest? Why?(2 pts)
- Student A would have to crack the cycolpentadiene before it canbe used, while student B will use the butadiene as purchased;explain why? (4 pts)
(d). Why is maleic anhydride a much better dienophile thanethylene (CH2=CH2)? (2 pts)
(e). When producing Diels-Alder adducts using maleic anhydrideas the dienophile, why is it important that reagents and apparatusbe dry? (2 pts)
(f). Why is Diels-Alder reaction exothermic process? Explainconsidering bond cleavage and bond formation contribution to theenthalpy change (2 pts)
