(a) Interpretation: The hemiacetal which is formed when acetone ((CH 3 ) 2 CO) is treated with one equivalent of cyclopentanol should be determined. Concept introduction: Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

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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 16, Problem 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

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7.5 1.93 2.05 C B A 4 3 5 The Joh. 9 7 8 1 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 7 8 0.86 OH 10 4 3 5 1 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 7 8 CI 4 3 5 1 2 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 2.21 4.00 1.5 2.00 2.07 1.0 ppm 2.76

Assign the functional group bands on the IR spectra.

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 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

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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 16, Problem 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

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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 16, Problem 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

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Answer 5

Chapter 16, Problem 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

Answer 6

Chapter 16, Problem 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Answer 7

Chapter 16, Problem 16.75P

Interpretation Introduction

(a)

Interpretation:

The hemiacetal which is formed when acetone ((CH₃)₂CO) is treated with one equivalent of cyclopentanol should be determined.

Concept introduction:

Alcohol and ether groups are bound to the same carbon in a hemiacetal. A hemiacetal is resulted as an intermediate of the formation of acetal during the reaction between alcohol and acetone.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The acetal which is formed when acetone is reacted with two equivalents of cyclopentanol in the presence of H₂SO₄ should be determined.

Concept introduction:

When an aldehyde or a ketone is reacted with two equivalent alcohol molecules in the presence of H₂SO₄, an acetal is produced.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 16.1 - Prob. 16.1P Ch. 16.1 - Draw the structure of the three constitutional...Ch. 16.2 - Prob. 16.3P Ch. 16.2 - Give the structure corresponding to each TUPAC...Ch. 16.2 - Prob. 16.5P Ch. 16.2 - Prob. 16.6P Ch. 16.2 - Give the structure corresponding to each name. a....Ch. 16.3 - Which compound in each pair has the higher boiling...Ch. 16.3 - Acetone and progesterone are two ketones that...Ch. 16.4 - Prob. 16.10P

Solution Summary: The author explains that a hemiacetal is formed when acetone is treated with one equivalent of cyclopentanol.

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