Synthesis of 2-methyl-2-hexanol from acetone should be devised. Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below. Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below. Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows: The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

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Answer 1

Question

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

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I have a bottle of butanal that has been improperly used by lab workers. They allowed a traceamount NaOH (aq) to contaminate the bottle. What is now in my bottle of “butanal? What is the molecular name and functional group name? Draw the structure.

Answer 2

Question

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

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Answer 3

Question

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

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Answer 4

Question

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

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Answer 5

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Answer 6

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

Answer 7

Chapter 8, Problem 54P

(a)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from acetone should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:

The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

Answer 8

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Answer 9

(b)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from hexan-2-one should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Answer 10

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Answer 11

(c)

Interpretation Introduction

Interpretation: Synthesis of 2-methyl-2-hexanol from indicated aldehyde should be devised.

Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.

Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 8.1 - Prob. 8.1E Ch. 8.1 - Prob. 8.2E Ch. 8.3 - Prob. 8.4TIY Ch. 8.3 - Prob. 8.5E Ch. 8.3 - Prob. 8.6E Ch. 8.4 - Prob. 8.7E Ch. 8.5 - Prob. 8.8E Ch. 8.5 - Prob. 8.9E Ch. 8.5 - Prob. 8.10E Ch. 8.5 - Prob. 8.11E

Solution Summary: The author explains that the carbonyl bond is polar with the partial positive charge on carbon and partial negative charged on oxygen. Grignard reagents are useful precursors for quick synthesis of variety of organic compounds.

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Chapter 8 Solutions