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Why do you think the reaction between tetraphenylcyclopentadienone and dimethyl acetylenedicarboxylate can be conducted at relatively lower temperature compared to the reaction between tetraphenylcyclopentadienone and diphenylacetylene?

Sagot :

Answer:

See explanation

Explanation:

The reaction between tetraphenylcyclopentadienone and dimethyl acetylenedicarboxylate as well as the reaction of  tetraphenylcyclopentadienone and diphenylacetylene are  Diels Alder reactions. The former is performed in presence of a solvent while the former is performed neat.

The reaction of tetraphenylcyclopentadienone and dimethyl acetylenedicarboxylate leads to the formation of a more resonance-stabilized aromatic ring(lower energy product) compared to the reaction of  tetraphenylcyclopentadienone and diphenylacetylene.

Hence, the reaction between tetraphenylcyclopentadienone and dimethyl acetylenedicarboxylate can be conducted at relatively lower temperature compared to the reaction between tetraphenylcyclopentadienone and diphenylacetylene.