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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1. Consider these three reactions as the elementary steps in the mechanism for a chemical reaction. 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 Potential Energy (kJ) 600 400 200 0 -200- -400 -600- -800 (i) Cl₂ (g) + Pt(s) → 2Cl (g) + Pt(s) (ii) Cl (g)+ CO (g) + Pt (s) → CICO (g) + Pt (s) Ea = 1550 kJ Ea = 2240 kJ (iii) Cl (g) + CICO (g) → Cl₂CO (g) Ea = 2350 kJ AH=-950 kJ ΔΗ = 575 ΚΙ AH=-825 kJ a. Draw the potential energy diagram for the reaction. Label the data points for clarity. The potential energy of the reactants is 600 kJ Reaction Progress b. What is the overall chemical equation? c. What is the overall change in enthalpy for the above chemical reaction? d. What is the overall amount of activation energy for the above chemical reaction? e. Which reaction intermediate would be considered a catalyst (if any) and why? f. If you were to add 2700kJ of energy to the reaction (e.g. 2700 kl of heat or electricity), would you be able to make the reaction reverse itself (i.e. have…

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

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

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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. 9P 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