(a) Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated. 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 1

Question

Chapter 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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

(b)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 formed when each alkene is treated with BH3 followed by H2O2,HO−. Include the stereochemistry at all stereogenic centers.

Answer 2

Question

Chapter 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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

(b)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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

(b)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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

(b)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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

(b)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 7

Chapter 27, Problem 27.31P

Interpretation Introduction

(a)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 8

Interpretation Introduction

(b)

Interpretation: The product formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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 formed by the photochemical electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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

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Answer 12

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Answer 13

Ch. 27 - Prob. 27.1P Ch. 27 - Problem 27.2 For each molecular orbital in Figure...Ch. 27 - Problem 27.3 (a) Using Figure 27.2 as a guide,...Ch. 27 - Problem 27.4 (a) How many molecular orbitals are...Ch. 27 - Prob. 27.5P Ch. 27 - Prob. 27.6P Ch. 27 - Prob. 27.7P Ch. 27 - Prob. 27.8P Ch. 27 - Prob. 27.9P Ch. 27 - Prob. 27.10P

Solution Summary: The author explains the process of photochemical electrocyclic ring opening, which is conrotatory, and the stereochemistry around stereogenic center and double bond.

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Chapter 27 Solutions