(a) Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated. Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Question

Step 1: add a curved arrow. Select Draw Templates More / " C H Br 0 Br : :o: Erase H H H H Q2Q Step 2: Draw the intermediates and a curved arrow. Select Draw Templates More MacBook Air / " C H Br 0 9 Q Erase 2Q

Answer 1

Question

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

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Step 1: add a curved arrow. Select Draw Templates More / " C H Br 0 Br : :o: Erase H H H H Q2Q Step 2: Draw the intermediates and a curved arrow. Select Draw Templates More MacBook Air / " C H Br 0 9 Q Erase 2Q

O Macmillan Learning Question 23 of 26 > Stacked Step 7: Check your work. Does your synthesis strategy give a substitution reaction with the expected regiochemistry and stereochemistry? Draw the expected product of the forward reaction. - - CN DMF MacBook Air Clearly show stereochemistry. Question

NH2 1. CH3–MgCl 2. H3O+ ? As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. If the major products of this reaction won't have a new C - C bond, just check the box under the drawing area and leave it blank. Click and drag to start drawing a structure. This reaction will not make a product with a new C - C bond. Х ☐: C

Answer 2

Question

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

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Answer 3

Question

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

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Answer 4

Question

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

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Answer 5

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

Answer 6

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Answer 7

Chapter 27, Problem 27.28P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene

Answer 8

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Answer 9

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which takes place by concerted mechanism. In these rearrangements migration of sigma bond takes place. According to Woodward-Hoffmann rules, the total number of electron pairs in sigma bond that is broken and the pi bonds that rearrange. The polyene containing even number of electron pairs in thermal conditions undergoes reaction in antrafacial fashion and polyene containing odd number of bonds undergo reaction in suprafacial fashion.

Answer 10

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

Answer 11

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry whether the given reaction is conrotatory, disrotatory, suprafacial, or antarafacial is to be indicated.

Concept introduction: Cycloaddition reactions are pericyclic reactions that take place in two compounds containing pi bonds to form a cyclic compound. These reactions are concerted and stereospecific in nature. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in suprafacial fashion and polyene containing odd number of bonds undergo reaction in antrafacial fashion.

Answer 12

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Answer 23

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 describes the electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. The stereochemistry of the reaction is disrotatory.

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Chapter 27 Solutions