If the reaction is proceeding under thermal conditions then the ring closure of the given compound ( 2E,4Z,6Z,8E ) -2,4,6,8-decatetraene has to be determined. Concept introduction: Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions. Woodward – Hoffmann rules for Electrocyclic reactions are listed below Number of conjugated Π bonds Reaction conditions Allowed mode of rong closure Even number Thermal Conrotatory Photochemical Disrotatory Odd number Thermal Disrotatory Photochemical Conrotatory

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Answer 1

Question

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

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3. Choose the answer that satisfy each statement. a. Under thermal conditions, (2E,4Z)-hexadiene undergoes a ring closure to form b. Under photochemical conditions, (2E,4Z)-hexadiene undergoes a ring closure to form A) conrotatory, cis-3,4-dimethylcyclobutene B) conrotatory, trans-3,4-dimethylcyclobutene C) disrotatory, cis-3,4-dimethylcyclobutene D) disrotatory, trans-3,4-dimethylcyclobutene

Understand the structure and sketch the resultant 2 products and their relationship (stereochemistry) with one another and identify their stereocenters (R/S).

What stereoisomers are obtained from hydroboration–oxidation of the following compounds? Assign an R or S configuration to each asymmetric center. a. cyclohexene b. 1-ethylcyclohexene c. cis-2-butene d. (Z)-3,4-dimethyl-3-hexene

Answer 2

Question

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

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Answer 3

Question

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Expert Solution & Answer

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Answer 4

Question

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Expert Solution & Answer

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Answer 5

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Answer 6

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Answer 7

Chapter 28.3, Problem 6P

(a)

Interpretation Introduction

Interpretation: If the reaction is proceeding under thermal conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has to be determined.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Answer 8

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Answer 9

(b)

Interpretation Introduction

Interpretation: The configuration of product has to be predicted.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Answer 10

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Answer 11

(c)

Interpretation Introduction

Interpretation: If the reaction is proceeding under photochemical conditions then the ring closure of the given compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene should be determined.

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Answer 12

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Answer 13

(d)

Interpretation Introduction

Interpretation: The configuration of the product has to be predicted.

Concept introduction:

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for Electrocyclic reactions are listed below

Number of conjugated Π bondsReaction conditionsAllowed mode of rong closureEven numberThermalConrotatoryPhotochemicalDisrotatoryOdd numberThermalDisrotatoryPhotochemicalConrotatory

Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,

Substituents in the reactantMode of ring closure Configuration of the productPoint in opposite directionsDisrotatorycisConrotatorytransPoint in the same directionsDisrotatorytransConrotatorycis

Answer 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

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Answer 17

Ch. 28.1 - Prob. 1P Ch. 28.2 - Prob. 2P Ch. 28.2 - Prob. 3P Ch. 28.2 - Give a molecular orbital description for each of...Ch. 28.3 - Prob. 5P Ch. 28.3 - Prob. 6P Ch. 28.3 - Prob. 7P Ch. 28.3 - Prob. 8P Ch. 28.4 - Prob. 10P Ch. 28.4 - Prob. 11P

Solution Summary: The author explains that Woodward – Hoffmann rules are used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

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Chapter 28 Solutions