The major product of the given reaction is to be predicted. Concept introduction: Nucleophiles can attack an α,β -unsaturated carbonyl at two positions – at the nitrile carbon itself or at the β -carbon. The attack by the nucleophile at the nitrile carbon is called 1, 2- or direct addition because after protonation, the species get added to adjacent atoms. The attack at the β -carbon, on the other hand, is called 1, 4- or conjugate addition. After protonation, two species get added to the atoms separated by three bonds. Whether direct or conjugate addition takes place depends in large part on whether the nucleophile adds to the nitrile carbon reversibly or irreversibly. This, in turn, depends on the type of the nucleophile. Lithium dialkylcuprates, R 2 CuLi , can be simplified as the nucleophilic species R − .

Question

Want to see the full answer?

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17, Problem 17.27P

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

Nucleophiles can attack an α,β-unsaturated carbonyl at two positions – at the nitrile carbon itself or at the β-carbon. The attack by the nucleophile at the nitrile carbon is called 1, 2- or direct addition because after protonation, the species get added to adjacent atoms. The attack at the β-carbon, on the other hand, is called 1, 4- or conjugate addition. After protonation, two species get added to the atoms separated by three bonds. Whether direct or conjugate addition takes place depends in large part on whether the nucleophile adds to the nitrile carbon reversibly or irreversibly. This, in turn, depends on the type of the nucleophile. Lithium dialkylcuprates, R2CuLi, can be simplified as the nucleophilic species R−.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Deducing the reactants of a Diels-Alder reaction vn the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? ? Δ O If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. • If your answer is no, check the box under the drawing area instead. Click and drag to start drawing a structure. Product can't be made in one step. Explanation Check

Predict the major products of the following organic reaction: Δ ? Some important notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. Explanation Check Click and drag to start drawing a structure. L

> Can the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? ? Δ • If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. If your answer is no, check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Acces

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17, Problem 17.27P

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

Nucleophiles can attack an α,β-unsaturated carbonyl at two positions – at the nitrile carbon itself or at the β-carbon. The attack by the nucleophile at the nitrile carbon is called 1, 2- or direct addition because after protonation, the species get added to adjacent atoms. The attack at the β-carbon, on the other hand, is called 1, 4- or conjugate addition. After protonation, two species get added to the atoms separated by three bonds. Whether direct or conjugate addition takes place depends in large part on whether the nucleophile adds to the nitrile carbon reversibly or irreversibly. This, in turn, depends on the type of the nucleophile. Lithium dialkylcuprates, R2CuLi, can be simplified as the nucleophilic species R−.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17, Problem 17.27P

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

Nucleophiles can attack an α,β-unsaturated carbonyl at two positions – at the nitrile carbon itself or at the β-carbon. The attack by the nucleophile at the nitrile carbon is called 1, 2- or direct addition because after protonation, the species get added to adjacent atoms. The attack at the β-carbon, on the other hand, is called 1, 4- or conjugate addition. After protonation, two species get added to the atoms separated by three bonds. Whether direct or conjugate addition takes place depends in large part on whether the nucleophile adds to the nitrile carbon reversibly or irreversibly. This, in turn, depends on the type of the nucleophile. Lithium dialkylcuprates, R2CuLi, can be simplified as the nucleophilic species R−.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17, Problem 17.27P

Interpretation Introduction