The mechanism for the formation of o-(hydroxymethyl)benzoic acid when o-phthalaldehyde is treated with a base is to be proposed. Concept introduction: The Cannizzaro reaction takes place by nucleophilic addition of OH - to an aldehyde to give a tetrahedral intermediate, which expels a hydride ion and is thereby oxidized. A second aldehyde group, either within the same intermediate or from another molecule, accepts the hydride ion and thus gets reduced to an alcohol. To propose: The mechanism for the formation of o-(hydroxymethyl) benzoic acid when o-phthalaldehyde is treated with a base.

Question

Michael Reactions 19.52 Draw the products from the following Michael addition reactions. 1. H&C CH (a) i 2. H₂O* (b) OEt (c) EtO H₂NEt (d) ΕΙΟ + 1. NaOEt 2. H₂O' H H 1. NaOEt 2. H₂O*

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 19.12, Problem 18P

Interpretation Introduction

Interpretation:

The mechanism for the formation of o-(hydroxymethyl)benzoic acid when o-phthalaldehyde is treated with a base is to be proposed.

Concept introduction:

The Cannizzaro reaction takes place by nucleophilic addition of OH^- to an aldehyde to give a tetrahedral intermediate, which expels a hydride ion and is thereby oxidized. A second aldehyde group, either within the same intermediate or from another molecule, accepts the hydride ion and thus gets reduced to an alcohol.

To propose:

The mechanism for the formation of o-(hydroxymethyl) benzoic acid when o-phthalaldehyde is treated with a base.

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Michael Reactions 19.52 Draw the products from the following Michael addition reactions. 1. H&C CH (a) i 2. H₂O* (b) OEt (c) EtO H₂NEt (d) ΕΙΟ + 1. NaOEt 2. H₂O' H H 1. NaOEt 2. H₂O*

Rank the labeled protons (Ha-Hd) in order of increasing acidity, starting with the least acidic. НОН НЬ OHd Онс

Can the target compound at right be efficiently synthesized in good yield from the unsubstituted benzene at left? ? starting material target If so, draw a synthesis below. If no synthesis using reagents ALEKS recognizes is possible, check the box under the drawing area. Be sure you follow the standard ALEKS rules for submitting syntheses. + More... Note for advanced students: you may assume that you are using a large excess of benzene as your starting material. C :0 T Add/Remove step G

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 19.12, Problem 18P

Interpretation Introduction

Interpretation:

The mechanism for the formation of o-(hydroxymethyl)benzoic acid when o-phthalaldehyde is treated with a base is to be proposed.

Concept introduction:

The Cannizzaro reaction takes place by nucleophilic addition of OH^- to an aldehyde to give a tetrahedral intermediate, which expels a hydride ion and is thereby oxidized. A second aldehyde group, either within the same intermediate or from another molecule, accepts the hydride ion and thus gets reduced to an alcohol.

To propose:

The mechanism for the formation of o-(hydroxymethyl) benzoic acid when o-phthalaldehyde is treated with a base.

Expert Solution & Answer

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See solution

Check out sample textbook 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 19.12, Problem 18P

Interpretation Introduction

Interpretation:

The mechanism for the formation of o-(hydroxymethyl)benzoic acid when o-phthalaldehyde is treated with a base is to be proposed.

Concept introduction:

The Cannizzaro reaction takes place by nucleophilic addition of OH^- to an aldehyde to give a tetrahedral intermediate, which expels a hydride ion and is thereby oxidized. A second aldehyde group, either within the same intermediate or from another molecule, accepts the hydride ion and thus gets reduced to an alcohol.

To propose:

The mechanism for the formation of o-(hydroxymethyl) benzoic acid when o-phthalaldehyde is treated with a base.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 19.12, Problem 18P

Interpretation Introduction