The mechanism of the given reaction is to be written. Concept introduction: The reaction of Grignard reagents with esters yields secondary and tertiary alcohols as their products. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion that remains associated with M g 2 + and X − . In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and M g X 2 . Carbonyl groups of cyclic esters react with 2 equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols.

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 12, Problem 24P

Interpretation Introduction

Interpretation:

The mechanism of the given reaction is to be written.

Concept introduction:

The reaction of Grignard reagents with esters yields secondary and tertiary alcohols as their products. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion that remains associated with Mg2+ and X−.

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2.

Carbonyl groups of cyclic esters react with 2 equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Draw an arrow-pushing mechanism for the reaction below. Include all formal charges and lone pairs.

Draw the structure(s) for the major final product(s) formed in the following reaction sequence. CN ༼་་ SO 503 H₂SO4 Cl FeCl3 Click and drag to start drawing a structure.

Provide a mechanism for the following reaction. Use curved arrows to depict electron flow. OCH, OHC CH₂OH H₂SO4 CO,CH,

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 12, Problem 24P

Interpretation Introduction

Interpretation:

The mechanism of the given reaction is to be written.

Concept introduction:

The reaction of Grignard reagents with esters yields secondary and tertiary alcohols as their products. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion that remains associated with Mg2+ and X−.

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2.

Carbonyl groups of cyclic esters react with 2 equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols.

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 12, Problem 24P

Interpretation Introduction

Interpretation:

The mechanism of the given reaction is to be written.

Concept introduction:

The reaction of Grignard reagents with esters yields secondary and tertiary alcohols as their products. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion that remains associated with Mg2+ and X−.

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2.

Carbonyl groups of cyclic esters react with 2 equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols.

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 12, Problem 24P

Interpretation Introduction