Solution Found!
Would you expect nitroethylene to be more or less reactive
Chapter 17, Problem 17.64(choose chapter or problem)
Would you expect nitroethylene to be more or less reactive than ethylene in a Diels-Alder reaction? (Hint: Draw the resonance structures of nitroethylene.) Ethylene Nitroethylene N O O ! @
Questions & Answers
QUESTION:
Would you expect nitroethylene to be more or less reactive than ethylene in a Diels-Alder reaction? (Hint: Draw the resonance structures of nitroethylene.) Ethylene Nitroethylene N O O ! @
ANSWER:Step 1 of 2
Recall that in a Diels-Alder reaction, we find that electron withdrawing groups (such as the nitro group) on the dienophile make the overall reaction go faster. This is a result of the LUMO of the dienophile being the accepter for the diene electrons; electron withdrawing groups facilitate this process.