The two possible structures for the β -D-aldohexose are to be distinguished. Concept Introduction: The Wohl-degradation is opposite of the Killiani-Fisher synthesis. It shortens an aldoses chain by one carbon. Hexoses are converted to pentoses and pentoses are converted to tetroses. Aldehyde group reacts with hydroxylamine to form an oxime. It is heated with acetic anhydride to dehydrate the oxime forming a cyano group and all the hydroxyl groups are converted to esters. All the ester groups are hydrolyzed in a basic aqueous solution and the cyano group is eliminated.

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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 21, Problem 44P

Interpretation Introduction

Interpretation:

The two possible structures for the β-D-aldohexose are to be distinguished.

Concept Introduction:

The Wohl-degradation is opposite of the Killiani-Fisher synthesis. It shortens an aldoses chain by one carbon. Hexoses are converted to pentoses and pentoses are converted to tetroses. Aldehyde group reacts with hydroxylamine to form an oxime. It is heated with acetic anhydride to dehydrate the oxime forming a cyano group and all the hydroxyl groups are converted to esters. All the ester groups are hydrolyzed in a basic aqueous solution and the cyano group is eliminated.

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MISSED THIS? Read Section 19.9 (Pages 878-881); Watch IWE 19.10 Consider the following reaction: CH3OH(g) CO(g) + 2H2(g) (Note that AG,CH3OH(g) = -162.3 kJ/mol and AG,co(g)=-137.2 kJ/mol.) Part A Calculate AG for this reaction at 25 °C under the following conditions: PCH₂OH Pco PH2 0.815 atm = 0.140 atm 0.170 atm Express your answer in kilojoules to three significant figures. Ο ΑΣΦ AG = -150 Submit Previous Answers Request Answer □? kJ × Incorrect; Try Again; 2 attempts remaining Calculate the free energy change under nonstandard conditions (AGrxn) by using the following relationship: AGrxn = AGrxn + RTInQ, AGxn+RTInQ, where AGxn is the standard free energy change, R is the ideal gas constant, T is the temperature in kelvins, a is the reaction quotient. Provide Feedback Next >

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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 21, Problem 44P

Interpretation Introduction

Interpretation:

The two possible structures for the β-D-aldohexose are to be distinguished.

Concept Introduction:

The Wohl-degradation is opposite of the Killiani-Fisher synthesis. It shortens an aldoses chain by one carbon. Hexoses are converted to pentoses and pentoses are converted to tetroses. Aldehyde group reacts with hydroxylamine to form an oxime. It is heated with acetic anhydride to dehydrate the oxime forming a cyano group and all the hydroxyl groups are converted to esters. All the ester groups are hydrolyzed in a basic aqueous solution and the cyano group is eliminated.

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Answer 3

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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 21, Problem 44P

Interpretation Introduction

Interpretation:

The two possible structures for the β-D-aldohexose are to be distinguished.

Concept Introduction:

The Wohl-degradation is opposite of the Killiani-Fisher synthesis. It shortens an aldoses chain by one carbon. Hexoses are converted to pentoses and pentoses are converted to tetroses. Aldehyde group reacts with hydroxylamine to form an oxime. It is heated with acetic anhydride to dehydrate the oxime forming a cyano group and all the hydroxyl groups are converted to esters. All the ester groups are hydrolyzed in a basic aqueous solution and the cyano group is eliminated.

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Check out a sample textbook solution

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Answer 4

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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 21, Problem 44P

Interpretation Introduction