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Chapter 28: Q41P (page 1239)

If isomer A is heated to about 100 °C, a mixture of isomers A and B is formed. Explain why there is no trace of isomer C or D.

Short Answer

Expert verified

Under thermal conditions, the conrotatory product is major.

Step by step solution

01

Clockwise ring-closing

The ring closes under the clockwise thermal condition and gives a conrotatory product.

02

Counter clockwise ring-closing

The counter-clockwise direction gives isomer B, not isomer C and D.

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Most popular questions from this chapter

Show how norbornane can be prepared from cyclopentadiene.

Show how the reactant can be converted to the product in two steps.

Draw the product formed when each of the following compounds undergoes an electrocyclic reaction
a. under thermal conditions.
b. under photochemical conditions.

Problem:Which of the following are correct? Correct any false statements.

a. A conjugated diene with an even number of double bonds undergoes conrotatory ring closure under thermal conditions.

b. A conjugated diene with an antisymmetric HOMO undergoes conrotatory ring closure under thermal conditions.

c. A conjugated diene with an odd number of double bonds has a symmetric HOMO.

a. Propose a mechanism for the following reaction. (Hint:An electrocyclic reaction is followed by a Diels–Alder reaction.)

b. What would be the product if trans-2-butene were used instead of ethene?
See all solutions

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