Diels-Alder Rnx: Reaction of cyclopentadiene with maleic anhydride

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Redissolving the product from the reaction of cyclopentadiene with maleic anhydride is primarily done to remove impurities, which can significantly impact the purity and melting point of the final product. The observed melting point being 24 degrees lower than expected suggests the presence of impurities. The discussion highlights that the purification process, particularly hot filtration, can be challenging, especially for small sample sizes, leading to potential contamination. Providing a detailed explanation of the purification procedure could yield more specific insights into factors affecting the final product quality.
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Why do we have to redissolve the product we get from the reaction of cyclopentadiene with maleic anhydride? Is it to remove the impurities? The endo-norbornene-5,6-cis-dicarboxylic anhydride product I got from the reaction after the second recrystallization had a melting point 24 degrees lower than the expected melting point. What do you think could affect the final product?
 
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ephemeral1 said:
Why do we have to redissolve the product we get from the reaction of cyclopentadiene with maleic anhydride? Is it to remove the impurities?

Yes.
The endo-norbornene-5,6-cis-dicarboxylic anhydride product I got from the reaction after the second recrystallization had a melting point 24 degrees lower than the expected melting point. What do you think could affect the final product?

An impurity. If you want more specific answers, you need to explain your procedure. In most of these cleanups, hot filtration is used which is notoriously difficult for small samples and first-timers. Easy to get the product a bit crapped up.
 

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