Organic chemistry - Diels Alder reaction

In summary, the Diels Alder reaction is a type of organic chemical reaction that involves the combination of a diene and a dienophile to form a cyclic compound. It is a concerted reaction with a mechanism involving a concerted cycloaddition and subsequent bond rearrangements. This reaction has many applications in organic synthesis, natural product synthesis, and polymer production. The rate of the reaction can be influenced by factors such as the nature of the reactants, reaction temperature, and the presence of catalysts.
  • #1
charlie05
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Homework Statement


What is the product of this reaction: p-methylbenzyn + 1,3-butadien?

Homework Equations


C6H4CH3 + C4H6

The Attempt at a Solution


a bicyclic ring is formed?
 
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  • #2
What is p-methylbenzyn? Name doesn't make sense.
 
  • #3
3-methylbenzyn ( 3-methyldehydrobenzen)
 
  • #4
I’m guessing you mean a benzyne intermediate. Which compound is your diene and which is your dienophile?
 
  • #5
Yes...Dienophile is methylbenzyn, dien is dien - 1,3 - butadien :-)
 
  • #6
charlie05 said:
Yes...Dienophile is methylbenzyn, dien is dien - 1,3 - butadien :-)
Given this info, figuring out the product is a straightforward application of the mechanism of the DA reaction.
 
  • #7
upload_2017-10-23_12-34-32.png
 

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  • #8
Good job.
 
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  • #9
Thanks :-)
 

FAQ: Organic chemistry - Diels Alder reaction

What is the Diels Alder reaction?

The Diels Alder reaction is a type of organic chemical reaction that involves the combination of a diene and a dienophile to form a cyclic compound. It is a concerted reaction, meaning that all of the bonds are formed or broken simultaneously.

What is a diene and a dienophile?

A diene is a molecule with two double bonds, while a dienophile is a molecule with one double bond that is highly reactive towards dienes. In the Diels Alder reaction, the diene and dienophile combine to form a new molecule with a ring structure.

What is the mechanism of the Diels Alder reaction?

The mechanism of the Diels Alder reaction involves a concerted cycloaddition, where the diene and dienophile combine to form a cyclic intermediate. This intermediate then undergoes a series of bond rearrangements to form the final product.

What are the applications of the Diels Alder reaction?

The Diels Alder reaction is commonly used in organic synthesis to form cyclic compounds, which are important building blocks in the production of pharmaceuticals, agrochemicals, and materials. It is also used in natural product synthesis and in the production of polymers.

What factors influence the rate of the Diels Alder reaction?

The rate of the Diels Alder reaction can be influenced by several factors, including the nature of the diene and dienophile, the reaction temperature, and the presence of catalysts. The electron density and steric hindrance of the molecules can also affect the reaction rate.

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