The mechanism for the base-catalyzed conversion of D-fructose to D-glucose and D-mannose has to be written. Concept Introduction: In the conversion of D-fructose to D-glucose the base is required as a catalyst. Therefore, such reactions are called base catalyzed reactions. The base first removes a proton from carbon position 1 and forms an enolate ion. The enolate ion is further protonated by the other proton. That proton comes from the top or from the bottom of the planar sp 2 -hybridized carbon.

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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 20.5, Problem 10P

Interpretation Introduction

Interpretation:

The mechanism for the base-catalyzed conversion of D-fructose to D-glucose and D-mannose has to be written.

Concept Introduction:

In the conversion of D-fructose to D-glucose the base is required as a catalyst. Therefore, such reactions are called base catalyzed reactions. The base first removes a proton from carbon position 1 and forms an enolate ion. The enolate ion is further protonated by the other proton. That proton comes from the top or from the bottom of the planar sp2-hybridized carbon.

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9 7 8 C 9 8 200 190 B 5 A -197.72 9 8 7 15 4 3 0: ང་ 200 190 180 147.52 134.98 170 160 150 140 130 120 110 100 90 90 OH 10 4 3 1 2 -143.04 140. 180 170 160 150 140 130 120 110 100 90 CI 3 5 1 2 141.89 140.07 200 190 180 170 160 150 140 130 120 110 100 ៖- 90 129. 126.25 80 70 60 -60 50 40 10 125.19 -129.21 80 70 3.0 20 20 -8 60 50 10 ppm -20 40 128.31 80 80 70 60 50 40 40 -70.27 3.0 20 10 ppm 00˚0-- 77.17 30 20 20 -45.36 10 ppm -0.00 26.48 22.32 ―30.10 ―-0.00

Assign all the carbons

C 5 4 3 CI 2 the Righ B A 5 4 3 The Lich. OH 10 4 5 3 1 LOOP- -147.52 T 77.17 -45.36 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm B -126.25 77.03 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm 200 190 180 170 160 150 140 130 120 110 100 90 80 TO LL <-50.00 70 60 50 40 30 20 10 ppm 45.06 30.18 -26.45 22.36 --0.00 45.07 7.5 1.93 2.05 -30.24 -22.36 C A 7 8 5 ° 4 3 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 8 5 4 3 ཡི་ OH 10 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 5 4 3 2 that th 7 I 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 115 2.21 4.00 1.0 ppm 6.96 2.76 5.01 1.0 ppm 6.30 1.00

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 20.5, Problem 10P

Interpretation Introduction

Interpretation:

The mechanism for the base-catalyzed conversion of D-fructose to D-glucose and D-mannose has to be written.

Concept Introduction:

In the conversion of D-fructose to D-glucose the base is required as a catalyst. Therefore, such reactions are called base catalyzed reactions. The base first removes a proton from carbon position 1 and forms an enolate ion. The enolate ion is further protonated by the other proton. That proton comes from the top or from the bottom of the planar sp2-hybridized carbon.

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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 20.5, Problem 10P

Interpretation Introduction

Interpretation:

The mechanism for the base-catalyzed conversion of D-fructose to D-glucose and D-mannose has to be written.

Concept Introduction:

In the conversion of D-fructose to D-glucose the base is required as a catalyst. Therefore, such reactions are called base catalyzed reactions. The base first removes a proton from carbon position 1 and forms an enolate ion. The enolate ion is further protonated by the other proton. That proton comes from the top or from the bottom of the planar sp2-hybridized carbon.

Expert Solution & Answer

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Check out a sample textbook solution

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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 20.5, Problem 10P

Interpretation Introduction