(a) Interpretation: Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified. Concept introduction: Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Question

Want to see the full answer?

Answer 1

Question

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

1- Chloro-1,2-diphenyletane can undergo E2 elimination to give either cis- or trans-1,2-diphenylethylene (stilbene). Draw New man projections of the reactive conformations leading to both possible products, and suggest a reason why trans alkene is the major product?

Compound A has molecular formula C4H10, and gives two monochlorides, B and C, on photochemical chlorination. Treatment of either of these monochlorides with potassium tert-butoxide gives the same alkene (C4H8) as the product, but B leads to just one isomer of the alkene, D, where C gives D and another isomer of the alkene, E. Treatment of monochlorides B and C with aqueous ethanol gives products F and G, respectively, both of which are of molecular formula C4H10O. What are the names of compounds A-G?

There are a variety of isometric 1,2,3,4,5,6-hexachlorocyclohexanes, but one of them does not react with CH3CH2O- to give an elimation product. Provide the structures of this compound and briefly explain why it does not react

Answer 2

Question

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Answer 6

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Answer 7

Chapter 28, Problem 28.29AP

Interpretation Introduction

(a)

Interpretation:

Without consulting tables or figures, answer the following questions: a thermal disrotatory electrocyclic reaction involving 12 electrons allowed or forbidden-the statement is to be verified.

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. According to molecular orbital concepts, systems having 4n π electrons undergoes conrotatory ring closure is allowed and this ring closure is forbidden for systems having 4n + 2 π systems. Similarly, disrotatory closing of rings is forbidden for 4n π electrons and allowed for 4n + 2 π electron systems.

Answer 8

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Answer 9

Interpretation Introduction

(b)

Interpretation:

a [8s + 4s] photochemical cycloaddition is allowed-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Answer 10

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Answer 11

Interpretation Introduction

(c)

Interpretation:

the HOMO of (Z)-3, 4-dimethyl-1, 3, 5-hexatriene symmetric or antisymmetric-the statement is to be verified.

Concept introduction:

The reactions in which the formation of cyclic product observed by combining two or more unsaturated molecules is called cyclo addition reaction. Besides, the net reduction of bond multiplicity is observed. Molecules having 4n π electrons is allowed under photochemical conditions and 4n +2 π electrons is allowed under thermal conditions.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 15

Ch. 28 - Prob. 28.1P Ch. 28 - Prob. 28.2P Ch. 28 - Prob. 28.3P Ch. 28 - Prob. 28.4P Ch. 28 - Prob. 28.5P Ch. 28 - Prob. 28.6P Ch. 28 - Prob. 28.7P Ch. 28 - Prob. 28.8P Ch. 28 - Prob. 28.9P Ch. 28 - Prob. 28.10P

Solution Summary: The author explains that a thermal disrotatory electrocyclic reaction involving 12 electrons is forbidden due to antibonding orbital overlap is not favored.

Concept explainers

Want to see the full answer?

Chapter 28 Solutions