Organic chemistry - Diels Alder reaction

[charlie05]

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?

 

[Borek]

What is p-methylbenzyn? Name doesn't make sense.

 

[charlie05]

3-methylbenzyn ( 3-methyldehydrobenzen)

 

[TeethWhitener]

I’m guessing you mean a benzyne intermediate. Which compound is your diene and which is your dienophile?

 

[charlie05]

Yes...Dienophile is methylbenzyn, dien is dien - 1,3 - butadien :-)

 

[TeethWhitener]

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.

 

[charlie05]

 

[TeethWhitener]

Good job.

 

[charlie05]

Thanks :-)