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Chapter 16: PROBLEM 16.52 (page 637)

Question: Compounds containing triple bonds are also Diels–Alder dienophiles. With this in mind, draw the products of each reaction.

a.

b.

Short Answer

Expert verified

a.

Product of a.

b.

Product of b.

Step by step solution

01

Arrangement of diene and dienophile

The diene and the triple bonded species are placed in the same manner as the diene and dienophile for the Diels-Alder reaction.

02

Triple bond in dienophile

The triple bond also behaves as the dienophiles in the Diels-Alder reaction. On undergoing the said reaction, the double bond is left after the cleavage of one bond of the dienophile

03

Diene and dienophile for the given products

a. The structures are re-drawn, and the bonds are cleaved in the represented manner to form a six-membered ring.

Product of a.

b. The structures are re-drawn, and the bonds are cleaved in the represented manner to form a six-membered ring.

Product of b.

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Most popular questions from this chapter

Question: Which benzylic halide reacts faster in an SN1 reaction? Explain

Question: Draw a stepwise mechanism for the following reaction

Question: Rank the following compounds in order of increasing stability.

a.

b.

c.

Question: What diene and dienophile are needed to prepare each Diels–Alder product?

a.

b.

c.

d.

Question: Draw the products of the following Diels–Alder reactions. Indicate stereochemistry where appropriate.

a.

b.

c.

d.
See all solutions

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