The products, when HgSO 4 / H 2 SO 4 catalysed hydration and hydroboration-oxidation are applied to hex − 1 − yne . Interpretation: The products, when HgSO 4 / H 2 SO 4 catalysed hydration and hydroboration-oxidation are applied to hex − 1 − yne to be shown. Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water. An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

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Answer 1

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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 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

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Answer 2

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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 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

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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 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

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Check out a sample textbook solution

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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 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

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Check out a sample textbook solution

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Answer 5

Chapter 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 6

Chapter 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 7

Chapter 9.9F, Problem 9.21P

(a)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−1−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 8

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 9

(b)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−2−yne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 10

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 11

(c)

Interpretation Introduction

To determine: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to hex−3−yne.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 12

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 13

(d)

Interpretation Introduction

To determine: The product, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne.

Interpretation: The products, when HgSO4/H2SO4 catalysed hydration and hydroboration-oxidation are applied to cyclodecyne to be shown.

Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule in to ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.

An acid catalysed hydration reaction of alkynes in the presence of mercuric sulphate gives ketone.

Answer 14

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Answer 15

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Answer 17

Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2P Ch. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4P Ch. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8P Ch. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...

Solution Summary: The author explains how hydroboration-oxidation reactions convert an alkyne molecule into ketone or aldehyde in the presence of disiamylborane and hydrogen peroxide through the

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