OCTThe structure of D-arabinose is shown.CHOMacmillan LearningHO-HH-OHH-OHCH₂OHWhich structure is the enantiomer of D-arabinose?CCHOH--OHHOHHOHCH₂OHH-CHO-OHHO HHO-CH₂OHOBCHOHO HHOHODHOHCH₂OHECHO-OHOFHO HOHCH₂OHIncorrect AnswerWhat is the name of the enantiomer?name:Incorrect Answer2الاCHOH--OHH-OHHO-CH₂OHCHOHO--HH-OHHOHCH₂OHA

The molecules which are mirror image of each other but not superimposable are called enantiomers.…

Answered: OCT The structure of D-arabinose is…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.1: Keto–enol Tautomerism

Problem 1P

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5) Draw the following sugars in BOTH the alpha and beta pyranose form: C-H Но H- Но C-H HO H- НО H- ОН H- ОН А. CH2OH H- ОН H- ОН CH2OH CH2OH C=0 НО H- H- ОН H Но- CH2OH 'CH,OH c=0 НО- H. H- ОН H- OH CH2OH
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5. A boxcar problem: H H H H -OH OH -OH HO H H H -Н -OH -OH CH₂OH D-Arabinose H- HO- H- H OH -Н OH HO HO H- H -Н -H -OH CH₂OH CH₂OH D-Ribose CH₂OH D-Xylose a. A D-aldopentose I can be oxidized with nitric acid to give an optically inactive acid II. What are two possible structures for II? What are the two possible aldopentoses I? b. The D-aldopentose I produces two different aldohexoses on chain lengthening by Kiliani Fischer to give two compounds III & IV. Compound III when oxidized with nitric acid D-Lyxose
The following isomerization reaction, drawn using D-glucose as starting material, occurs with all aldohexoses in the presence of base. Draw a stepwise mechanism that illustrates how each compound is formed. сно сно сно CH2OH C=0 H- OH H- -OH но- H- но H- "OH но H- Но H- но H- H- -H- H20 H- HO- O- H- -O- H- -OH -O- OH ČHOH CH,OH ČH2OH ČH2OH (recovered starting material) D-glucose
3) Draw all products including stereoisomers for the following reaction: Id Br N. hv
Treatment of D-glucose with NaBH4 gives an alditol A. What Laldohexosealso yields A when treated with NaBH4?
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но CH₂OH Но НО anx CH₂OH НО OH CH3OH H* ӧ: H OH OH B-D-glucose Treatment of B-D-glucose with methanol in the presence of an acid catalyst converts it into a mixture of two compounds called methyl glucosides. Draw curved arrow to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions HO H₂O CH₂OH Q-CH3 OCH3 + HO OH НО methyl B-D-glucoside CH₂OH -Ö: ний но НО CH₂OH НО он methyl a-D-glucoside OH OCH3 Н w-CH3 H2O

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