Carbohydrates a. Compound Z is an aldopentose. If Z is oxidized with nitric acid the product is optically active. If Z undergoes one Ruff degradation and the product of that degradation is reduced to the alditol using H₂/Ni the resulting product is optically inactive. If compound Z undergoes two Ruff degradations, D-glyceraldehyde (shown below) is obtained. Draw the usual Fischer projection of Z (aldehyde at the top). (Hint: work backwards from D- glyceraldehyde.) H H-C-OH CH₂OH D-Glyceraldehyde

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Chapter1: Chemical Foundations
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Carbohydrates
a. Compound Z is an aldopentose. If Z is oxidized with nitric acid the product is optically
active. If Z undergoes one Ruff degradation and the product of that degradation is
reduced to the alditol using H₂/Ni the resulting product is optically inactive. If compound
Z undergoes two Ruff degradations, D-glyceraldehyde (shown below) is obtained. Draw
the usual Fischer projection of Z (aldehyde at the top). (Hint: work backwards from D-
glyceraldehyde.)
H
HIC OH
CH₂OH
D-Glyceraldehyde
Transcribed Image Text:Carbohydrates a. Compound Z is an aldopentose. If Z is oxidized with nitric acid the product is optically active. If Z undergoes one Ruff degradation and the product of that degradation is reduced to the alditol using H₂/Ni the resulting product is optically inactive. If compound Z undergoes two Ruff degradations, D-glyceraldehyde (shown below) is obtained. Draw the usual Fischer projection of Z (aldehyde at the top). (Hint: work backwards from D- glyceraldehyde.) H HIC OH CH₂OH D-Glyceraldehyde
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