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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In the box below, specify which of the given compounds are very soluble in polar aprotic solvents. You may select more than one compound. Choose one or more: NaCl NH4Cl CH3CH2CH2CH2CH2CN CH3CH2OH hexan-2-one NaOH CH3SCH3

On the following structure, select all of the atoms that could ACCEPT a hydrogen bond. Ignore possible complications of aromaticity. When selecting be sure to click on the center of the atom.

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

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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

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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

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Answer 15

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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