The given compounds are not participating as a diene in a Diels-Alder reaction should be explained. Concept introduction: The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes . Based on the proximity of C = C bonds in dienes, they are classified into three. Cumulated dienes: the C = C bonds are located adjacent carbons. Conjugated dienes : the C = C bonds or C = C and C = O are separated by one σ-bond. Isolated dienes: the C = C bonds are separated by two or more σ-bonds. Diels-Alder reaction is a [ 4+2 ] cycloaddition reaction, in which a π-system ( conjugated ) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene . Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile. The dienes shows conformations due to free rotation of C − C bond. The conformations are s-cis and s-trans . Example, the conformations for 1,3-butadiene are, Steric hindrance on the dienes prevents the s-cis conformations. To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Question

Want to see the full answer?

Answer 1

Question

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 2

Question

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 6

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 7

Chapter 16, Problem 39PP

(a)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The given compounds are not participating as a diene in a Diels-Alder reaction should be explained.

Concept introduction:

The compounds having two C = C π bonds or C = C bond with C = O bonds are called dienes.

Based on the proximity of C = C bonds in dienes, they are classified into three.

Cumulated dienes: the C = C bonds are located adjacent carbons.

Conjugated dienes: the C = C bonds or C = C and C = O are separated by one σ-bond.

Isolated dienes: the C = C bonds are separated by two or more σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system (conjugated) having four atoms (conjugated diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.

The dienes shows conformations due to free rotation of C−C bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

Steric hindrance on the dienes prevents the s-cis conformations.

To explain: the given compounds are not participating as a diene in a Diels-Alder reaction.

Answer 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 17

Ch. 16.1 - Prob. 1CC Ch. 16.2 - Prob. 2CC Ch. 16.2 - Prob. 3CC Ch. 16.2 - Prob. 4CC Ch. 16.3 - Draw an energy diagram showing the relative energy...Ch. 16.4 - Prob. 1LTS Ch. 16.4 - Prob. 6PTS Ch. 16.4 - Prob. 7PTS Ch. 16.5 - Prob. 2LTS Ch. 16.5 - Predict the products for each of the following...

Want to see the full answer?

Chapter 16 Solutions