The product of the reaction is to be predicted in which Phenylethanal is added slowly to a basic solution of Dimethylpropanal . Concept introduction: The reaction is a crossed aldol reaction. The base will deprotonate one aldehyde, and the resulting enolate anion will attack another aldehyde. As we have two aldehydes , base deprotonates the aldehyde with α-H . Dimethylpropanal has no α- hydrogens, so it cannot form enolate anion. Phenylethanal has α- hydrogens, so it forms the enolate nucleophile. Because Phenylethanal is added slowly, there is never a substantial concentration of it in its uncharged form, so the major reaction occurs between Phenylethanal enolate anion and Dimethylpropanal . Enolate anion undergoes nucleophilic addition with Dimethylpropanal and forms an aldol product. If an aldehyde with α- hydrogens is added slowly to a basic solution of an aldehyde without α- hydrogens, primarily one aldol product is formed. Because the reaction is heated, dehydration leads to the condensation product.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18, Problem 18.28P

Interpretation Introduction

Interpretation:

The product of the reaction is to be predicted in which Phenylethanal is added slowly to a basic solution of Dimethylpropanal.

Concept introduction:

The reaction is a crossed aldol reaction. The base will deprotonate one aldehyde, and the resulting enolate anion will attack another aldehyde. As we have two aldehydes, base deprotonates the aldehyde with α-H. Dimethylpropanal has no α- hydrogens, so it cannot form enolate anion. Phenylethanal has α- hydrogens, so it forms the enolate nucleophile. Because Phenylethanal is added slowly, there is never a substantial concentration of it in its uncharged form, so the major reaction occurs between Phenylethanal enolate anion and Dimethylpropanal. Enolate anion undergoes nucleophilic addition with Dimethylpropanal and forms an aldol product. If an aldehyde with α- hydrogens is added slowly to a basic solution of an aldehyde without α- hydrogens, primarily one aldol product is formed. Because the reaction is heated, dehydration leads to the condensation product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

1/2 - 51% + » GAY Organic Reactions Assignment /26 Write the type of reaction that is occurring on the line provided then complete the reaction. Only include the major products and any byproducts (e.g. H₂O) but no minor products. Please use either full structural diagrams or the combination method shown in the lesson. Skeletal/line diagrams will not be accepted. H3C 1. 2. CH3 A Acid OH Type of Reaction: NH Type of Reaction: + H₂O Catalyst + HBr 3. Type of Reaction: H3C 4. Type Reaction: 5. H3C CH2 + H2O OH + [0] CH3 Type of Reaction: 6. OH CH3 HO CH3 + Type of Reaction: 7. Type of Reaction: + [H]

humbnai Concentration Terms[1].pdf ox + New Home Edit Sign in Comment Convert Page Fill & Sign Protect Tools Batch +WPS A Free Trial Share Inter Concreting Concentration forms. Hydrogen peroxide is a powerful oxidizing agent wed in concentrated solution in rocket fuels and in dilute solution as a hair bleach. An aqueous sulation of H2O2 is 30% by mass and has density of #liligime calculat the Ⓒmolality ⑥mole fraction of molarity. 20 9. B. A sample of Commercial Concentrated hydrochloric ET

If a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18, Problem 18.28P

Interpretation Introduction

Interpretation:

The product of the reaction is to be predicted in which Phenylethanal is added slowly to a basic solution of Dimethylpropanal.

Concept introduction:

The reaction is a crossed aldol reaction. The base will deprotonate one aldehyde, and the resulting enolate anion will attack another aldehyde. As we have two aldehydes, base deprotonates the aldehyde with α-H. Dimethylpropanal has no α- hydrogens, so it cannot form enolate anion. Phenylethanal has α- hydrogens, so it forms the enolate nucleophile. Because Phenylethanal is added slowly, there is never a substantial concentration of it in its uncharged form, so the major reaction occurs between Phenylethanal enolate anion and Dimethylpropanal. Enolate anion undergoes nucleophilic addition with Dimethylpropanal and forms an aldol product. If an aldehyde with α- hydrogens is added slowly to a basic solution of an aldehyde without α- hydrogens, primarily one aldol product is formed. Because the reaction is heated, dehydration leads to the condensation product.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18, Problem 18.28P

Interpretation Introduction

Interpretation:

The product of the reaction is to be predicted in which Phenylethanal is added slowly to a basic solution of Dimethylpropanal.

Concept introduction:

The reaction is a crossed aldol reaction. The base will deprotonate one aldehyde, and the resulting enolate anion will attack another aldehyde. As we have two aldehydes, base deprotonates the aldehyde with α-H. Dimethylpropanal has no α- hydrogens, so it cannot form enolate anion. Phenylethanal has α- hydrogens, so it forms the enolate nucleophile. Because Phenylethanal is added slowly, there is never a substantial concentration of it in its uncharged form, so the major reaction occurs between Phenylethanal enolate anion and Dimethylpropanal. Enolate anion undergoes nucleophilic addition with Dimethylpropanal and forms an aldol product. If an aldehyde with α- hydrogens is added slowly to a basic solution of an aldehyde without α- hydrogens, primarily one aldol product is formed. Because the reaction is heated, dehydration leads to the condensation product.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18, Problem 18.28P

Interpretation Introduction