Diels Alder Reaction of Tetraphenylcyclopentadienone Purpose of the Experiment: To successfully synthesize dimethyltetraphenylphthalate via a Diels Alder reaction. The melting point of the product is 258oC.  Why should we not do a melting point of the product? The intermediate in brackets loses CO to form the product at 180oC.  If the C=O were replaced by CH2, do you think the same type of reaction would happen with loss of :CH2?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy
Section14.SE: Something Extra
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Diels Alder Reaction of Tetraphenylcyclopentadienone

Purpose of the Experiment: To successfully synthesize dimethyltetraphenylphthalate via a Diels Alder reaction.

  1. The melting point of the product is 258oC.  Why should we not do a melting point of the product?
  2. The intermediate in brackets loses CO to form the product at 180oC.  If the C=O were replaced by CH2, do you think the same type of reaction would happen with loss of :CH2?

 

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