The steps involved in the mechanism of formation of cyclic acetal from acetone and ethylene glycol in the presence of anhydrous HCl are to be shown. Concept introduction: The reaction of a ketone or an aldehyde with an excess of diol (single compound with two hydroxyl groups) under acidic conditions results in the formation of cyclic acetal.

Question

Plan the synthesis of the following compound using the starting material provided and any other reagents needed as long as carbon based reagents have 3 carbons or less. Either the retrosynthesis or the forward synthesis (mechanisms are not required but will be graded if provided) will be accepted if all necessary reagents and intermediates are shown (solvents and temperature requirements are not needed unless specifically involved in the reaction, i.e. DMSO in the Swem oxidation or heat in the KMnO4 oxidation). There may be more than one correct answer, and chemically correct steps will be accepted. Extra points will be given if correct names are provided. The points earned here will be applied to your lowest exam score! H H

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 16, Problem 11PP

Interpretation Introduction

Interpretation:

The steps involved in the mechanism of formation of cyclic acetal from acetone and ethylene glycol in the presence of anhydrous HCl are to be shown.

Concept introduction:

The reaction of a ketone or an aldehyde with an excess of diol (single compound with two hydroxyl groups) under acidic conditions results in the formation of cyclic acetal.

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Plan the synthesis of the following compound using the starting material provided and any other reagents needed as long as carbon based reagents have 3 carbons or less. Either the retrosynthesis or the forward synthesis (mechanisms are not required but will be graded if provided) will be accepted if all necessary reagents and intermediates are shown (solvents and temperature requirements are not needed unless specifically involved in the reaction, i.e. DMSO in the Swem oxidation or heat in the KMnO4 oxidation). There may be more than one correct answer, and chemically correct steps will be accepted. Extra points will be given if correct names are provided. The points earned here will be applied to your lowest exam score! H H

Draw the mechanism to make the alcohol 1-hexanol. Please use arrows.

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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 16, Problem 11PP

Interpretation Introduction

Interpretation:

The steps involved in the mechanism of formation of cyclic acetal from acetone and ethylene glycol in the presence of anhydrous HCl are to be shown.

Concept introduction:

The reaction of a ketone or an aldehyde with an excess of diol (single compound with two hydroxyl groups) under acidic conditions results in the formation of cyclic acetal.

Expert Solution & Answer

Trending nowThis is a popular solution!

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 16, Problem 11PP

Interpretation Introduction

Interpretation:

The steps involved in the mechanism of formation of cyclic acetal from acetone and ethylene glycol in the presence of anhydrous HCl are to be shown.

Concept introduction:

The reaction of a ketone or an aldehyde with an excess of diol (single compound with two hydroxyl groups) under acidic conditions results in the formation of cyclic acetal.

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 16, Problem 11PP

Interpretation Introduction