The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified . Concept introduction: Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH 4 which provides alcohol. Nitric Acid : Nitric acid oxidizes both the aldehyde and theterminal alcohol To find : The D-aldopentose produces thealdaric acid

Question

5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn. H3C CH3

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 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

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5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn. H3C CH3

State the name and condensed formula of isooxazole obtained by reacting acetylacetone and hydroxylamine.

State the name and condensed formula of the isothiazole obtained by reacting acetylacetone and thiosemicarbazide.

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 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

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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 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

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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 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

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Answer 5

Chapter 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

Answer 6

Chapter 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

Answer 7

Chapter 24, Problem 72PP

(a)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose produces thealdaric acid

Answer 8

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

Answer 9

(b)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: Optically inactive alditols, when the D-aldopentoses treated with sodium borohydride

Answer 10

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

Answer 11

(c)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: synthesis of alditols as L-xylose

Answer 12

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

Answer 13

(d)

Interpretation Introduction

Interpretation:

The structure of the alditol should be identified and L-aldohexose gives the alditol when treated with sodium borohydride also should be identified.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Nitric Acid: Nitric acid oxidizes both the aldehyde and theterminal alcohol

To find: The D-aldopentose can close into a β-pyranose (d).

Answer 14

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Ch. 24.2 - Prob. 1CC Ch. 24.2 - Prob. 2CC Ch. 24.2 - Prob. 3CC Ch. 24.2 - Prob. 4CC Ch. 24.2 - Prob. 5CC Ch. 24.2 - Prob. 6CC Ch. 24.4 - Prob. 7CC Ch. 24.4 - Prob. 8CC Ch. 24.5 - Prob. 1LTS Ch. 24.5 - Prob. 9PTS

Chapter 24 Solutions