Chapter 23.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β-diketones or β-ketonitriles or malonic esters (donors) to an unhindered α,β-unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β-carbon of the unsaturated ester.

To give:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown.

Answer to Problem 62AP

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Explanation of Solution

An analysis of the structure of the compound indicates that it is formed by the reaction between the ethylacetoacetate (nucleophilic donor) and phenyl vinyl ketone (electrophilic acceptor).

Conclusion

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Interpretation Introduction

b)

Interpretation:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β-diketones or β-ketonitriles or malonic esters (donors) to an unhindered α,β-unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β-carbon of the unsaturated ester.

To give:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown.

Answer to Problem 62AP

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Explanation of Solution

An analysis of the structure of the compound indicates that it is formed by the reaction between the ethylacetoacetate (nucleophilic donor) and methyl vinyl ketone (electrophilic acceptor).

Conclusion

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Interpretation Introduction

c)

Interpretation:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β-diketones or β-ketonitriles or malonic esters (donors) to an unhindered α,β-unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β-carbon of the unsaturated ester.

To give:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown.

Answer to Problem 62AP

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Explanation of Solution

An analysis of the structure of the compound indicates that it is formed by the reaction between the ethylacetoacetate (nucleophilic donor) and vinyl nitrile (electrophilic acceptor).

Conclusion

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Interpretation Introduction

d)

Interpretation:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β-diketones or β-ketonitriles or malonic esters (donors) to an unhindered α,β-unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β-carbon of the unsaturated ester.

To give:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown.

Answer to Problem 62AP

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Explanation of Solution

An analysis of the structure of the compound indicates that it is formed by the reaction between nitro ethane (nucleophilic donor) and ethylacrylate (electrophilic acceptor).

Conclusion

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Interpretation Introduction

e)

Interpretation:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound are to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β-diketones or β-ketonitriles or malonic esters (donors) to an unhindered α,β-unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β-carbon of the unsaturated ester.

To give:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown.

Answer to Problem 62AP

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Explanation of Solution

An analysis of the structure of the compound indicates that it is formed by the reaction between the ethylsuccinate (nucleophilic donor) and nitro ethene (electrophilic acceptor).

Conclusion

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Interpretation Introduction

f)

Interpretation:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β-diketones or β-ketonitriles or malonic esters (donors) to an unhindered α,β-unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β-carbon of the unsaturated ester.

To give:

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown.

Answer to Problem 62AP

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are

Explanation of Solution

An analysis of the structure of the compound indicates that it is formed by the reaction between nitro methane (nucleophilic donor) and 2-cyclopentenone (electrophilic acceptor).

Conclusion

The nucleophilic donor and electrophilic acceptor that react in a Michael reaction to yield the compound shown are