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.

Question

Want to see the full answer?

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 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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Add curved arrows to show the forming and breaking of bonds in the reaction below. :Br: H 2 Add/Remove step ☑ H-Br: G હે P

Please correct answer and don't use hand rating

Safari File Edit View History Bookmarks Window Help く < mylabmastering.pearson.com Wed Feb 12 8:44 PM ✩ + Apple Q Bing Google SignOutOptions M Question 36 - Lab HW BI... P Pearson MyLab and Mast... P Course Home Error | bartleby b Answered: If the biosynth... Draw a free-radical mechanism for the following reaction, forming the major monobromination product: ScreenPal - 2022 CHEM2... Access Pearson 2 CH3 Br-Br CH H3 Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the canvas and connecting them with bonds. Add charges where needed. Electron- flow arrows should start on the electron(s) of an atom or a bond and should end on an atom, bond, or location where a new bond should be created. Include all free radicals by right-clicking on an atom on the canvas and then using the Atom properties to select the monovalent radical. ▸ View Available Hint(s) 0 2 DE [1] H EXP. CONT. H. Br-Br H FEB 12

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 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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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 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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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 21, Problem 44P

Interpretation Introduction