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Chapter 27: Q 5. (page 1082)

Question: Use curved arrows and draw the product of each electrocyclic reaction.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Electrocyclic reactions

The reactions that involve either a ring closure or a ring-opening of a conjugated system are referred to as electrocyclic reactions.

02

Electrocyclic reaction of a

The given reaction involves electrocyclic ring closure.

Electrocyclic reaction of a

03

Electrocyclic reaction of b

The given reaction involves an electrocyclic ring-opening.

Electrocyclic reaction of b

04

Electrocyclic reaction of c

The rotation around the single bond generates a cis-diene.

Electrocyclic reaction of c

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Most popular questions from this chapter

Question: Consider the following electrocyclic ring closure. Does the product form by a conrotatory or disrotatory process? Would this reaction occur under photochemical or thermal conditions?

Question:Draw the product (including stereochemistry) formed from each pair ofreactants in a thermal [4 + 2] cycloaddition reaction.

Question: Show how the following starting material is converted to the given product by a series of two pericyclic reactions. Account for the observed stereochemistry.

Question: A solution of 5-methylcyclopenta-1,3-diene rearranges at room temperature to a mixture containing 1-methyl-, 2-methyl-, and 5-methylcyclopenta-1,3-diene. (a) Show how both isomeric products are formed from the starting material by a sigmatropic rearrangement involving a C–H bond. (b) Explain why 2-methylcyclopenta-1,3-diene is not formed directly from 5-methylcyclopenta-1,3-diene by a [1,3] rearrangement.

Question: For each molecular orbital in Figure 27.2, count the number of bonding interactions (interactions between adjacent orbitals of similar phase) and the number of nodes. (a) How do these two values compare for a bonding molecular orbital? (b) How do these two values compare for an antibonding molecular orbital?
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