(a) Interpretation: The product of given electrocyclic reaction is to be drawn. Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

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Answer 1

Question

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

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Draw the products of the following reactions. If the products can exist as stereoisomers show what stereoisomers are formed. a. cis-2-pentene + Br2/CH2Cl2 b. trans-2-pentene + Br2/CH2Cl2 c. 1- butene + HCl d. methylcyclohexene + HBr e. trans-3-hexene + Br2/CH2Cl2 f. cis-3-hexene + Br2/CH2Cl2 g. 3,3-dimethyl-1-pentene + HBr h. cis-2-butene + HBr i. (Z)-2,3-dichloro-2-butene + H2, Pd/C j. (E)-2,3-dichloro-2-butene + H2, Pd/C k. (Z)-3,4-dimethyl-3-hexene + H2, Pd/C l. (E)-3,4-dimethyl-3-hexene + H2, Pd/C

The molecule in the box is the product of a diels alder reaction. Which of these is the dienophile in that reaction ? A B C D or E?

Examine the following pericyclic reactions. For each reaction, tell whether it is an electrocyclic reaction, a cycloaddition reaction, or a sigmatropic rearrangement.

Answer 2

Question

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

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Answer 3

Question

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

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Answer 4

Question

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

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Answer 5

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Answer 6

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Answer 7

Chapter 25, Problem 31P

Interpretation Introduction

(a)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Answer 10

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Answer 11

Interpretation Introduction

(c)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.

Answer 12

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Answer 13

Interpretation Introduction

(d)

Interpretation: The product of given electrocyclic reaction is to be drawn.

Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 25.1 - Prob. 1P Ch. 25.2 - Problem 27.2 For each molecular orbital in Figure...Ch. 25.2 - Problem 27.3 (a) Using Figure 27.2 as a guide,...Ch. 25.3 - Prob. 4P Ch. 25.3 - Prob. 5P Ch. 25.3 - Prob. 6P Ch. 25.3 - Prob. 7P Ch. 25.3 - Prob. 8P Ch. 25.3 - Prob. 9P Ch. 25.3 - Problem 27.11 What product would be formed by the...

Solution Summary: The author explains how the photochemical electrocyclic ring closure of (2E,4Z,6Z)-nona-2, 4, 6-triene is shown in Figure 1.

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Chapter 25 Solutions