1-Octene-3-ol can be prepared from hexanal in two steps. The first step involves an actylide addition reaction to hexanal. The structure of the product formed in this step is to be given and how to convert it in to 1-octene-3-ol is also to be stated. Concept introduction: When aldehydes and ketones are treated with sodium acetylide in the presence of dilute acids addition reaction occurs. The acetylide ion adds to the carbonyl carbon of the aldehyde and H adds to the carbonyl oxygen to yield an ynol in which the alcohol group is adjacent to a carbon in triple bond. To give: The structure of the product formed in the step during the reaction between hexanal and sodium acetylide in the presence of dilute acids and further to state how it can be converted in to 1-octene-3-ol.

Question

1-bromo-5-chloropentane LDA 1 eq a) Hg(OAc)2 b) NaBH NaOH (1 eq) CHOO Note this product has a ring. The nucleophile and the alkene in this reaction are both in the same molecule! Also remember that alcohols react much like water! CH10O Note this product has both alcohol and alkene functional groups Br Br CH₂ONa (1 eq) + S2 OCH

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 9.SE, Problem 52AP

Interpretation Introduction

Interpretation:

1-Octene-3-ol can be prepared from hexanal in two steps. The first step involves an actylide addition reaction to hexanal. The structure of the product formed in this step is to be given and how to convert it in to 1-octene-3-ol is also to be stated.

Concept introduction:

When aldehydes and ketones are treated with sodium acetylide in the presence of dilute acids addition reaction occurs. The acetylide ion adds to the carbonyl carbon of the aldehyde and H adds to the carbonyl oxygen to yield an ynol in which the alcohol group is adjacent to a carbon in triple bond.

To give:

The structure of the product formed in the step during the reaction between hexanal and sodium acetylide in the presence of dilute acids and further to state how it can be converted in to 1-octene-3-ol.

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1-bromo-5-chloropentane LDA 1 eq a) Hg(OAc)2 b) NaBH NaOH (1 eq) CHOO Note this product has a ring. The nucleophile and the alkene in this reaction are both in the same molecule! Also remember that alcohols react much like water! CH10O Note this product has both alcohol and alkene functional groups Br Br CH₂ONa (1 eq) + S2 OCH

Provide the major substitution product for the following reactions.

Draw the formulas of the reactants and products of the reaction: 2-ethylbutanoyl bromide with excess ethylmagnesium bromide and heating the product with concentrated H2SO4.

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 9.SE, Problem 52AP

Interpretation Introduction

Interpretation:

1-Octene-3-ol can be prepared from hexanal in two steps. The first step involves an actylide addition reaction to hexanal. The structure of the product formed in this step is to be given and how to convert it in to 1-octene-3-ol is also to be stated.

Concept introduction:

When aldehydes and ketones are treated with sodium acetylide in the presence of dilute acids addition reaction occurs. The acetylide ion adds to the carbonyl carbon of the aldehyde and H adds to the carbonyl oxygen to yield an ynol in which the alcohol group is adjacent to a carbon in triple bond.

To give:

The structure of the product formed in the step during the reaction between hexanal and sodium acetylide in the presence of dilute acids and further to state how it can be converted in to 1-octene-3-ol.

Expert Solution & Answer

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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 9.SE, Problem 52AP

Interpretation Introduction

Interpretation:

1-Octene-3-ol can be prepared from hexanal in two steps. The first step involves an actylide addition reaction to hexanal. The structure of the product formed in this step is to be given and how to convert it in to 1-octene-3-ol is also to be stated.

Concept introduction:

When aldehydes and ketones are treated with sodium acetylide in the presence of dilute acids addition reaction occurs. The acetylide ion adds to the carbonyl carbon of the aldehyde and H adds to the carbonyl oxygen to yield an ynol in which the alcohol group is adjacent to a carbon in triple bond.

To give:

The structure of the product formed in the step during the reaction between hexanal and sodium acetylide in the presence of dilute acids and further to state how it can be converted in to 1-octene-3-ol.

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 9.SE, Problem 52AP

Interpretation Introduction