Your answer is partially correct.The enediol tautomerizes to a ketose sugar before the next mechanistic step. Draw all lone pairs and curved arrows that lead tothat tautomer.OHLOHH--OHHOOH·OHH-·OHH--OHH--OHHOEdit DrawingHODraw curved arrows and lone pairs for step 5 of the mechanism.H-H-OH·OH·OHH--OHHOOH-OHOH一季HO-OH+ HO

Step 1: Step 2: Step 3: Step 4:

Answered: Your answer is partially correct. The…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 32MP: The conversion of 3 alcohols into alkenes under acidic conditions involves two cationic...

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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
When D-glucose is treated with aqueous sodium hydroxide, a complex mixture of carbohydrates is formed, including D-mannose and D-fructose. Over time, almost all aldohexoses will be present in the mixture. Even L-glucose can be detected, albeit in very small concentrations. Using the fewest number of mechanistic steps possible, draw a reasonable mechanism showing the formation of: L-glucose from D- glucose.
Draw the two aldohexoses and one ketohexose that can be derived from the enol shown below. HC HO- HO- НО H- H- -HO- Но- H- CH2OH
The reaction below is a base-catalyzed aldol reaction. O || CH₂-C-H CH3-C-H Ethanal (Acetaldehyde) H I CH3-C-H Ethanal (Acetaldehyde) NaOH Draw curved arrows to show the movement of electrons in the step of the mechanism shown below. Arrow-pushing Instructions AC⇒x= :O: || :CH₂-C-H OH Bl CH3-CH—CH2-CH -CH₂-1-1 a 3-Hydroxybutanal (B-hydroxyaldehyde; formed as a racemic mixture) :0: :0: || CH3—CH—CH2-C-H A tetrahedral carbonyl addition intermediate X
ArSO,H Draw curved arrows to show the movement of electrons in the following step of an acid-catalyzed aldol condensation reaction. Arrow-pushing Instructions Hjö: H-Ö- -Ar H. Ar O=h=0
The carbohydrate shown here is classified as a ÇH;OH но. -Ç- H-Ç- H- -HO- ČH2OH
SHOW/IDENTIFY the arrow pushing mechanism in at least 4 steps. CH,OPO?- | 3* C=0 2 HO-CH2 1 CH,OPO | 1 C=0 2 Dihydroxyacetone phosphate (DHAP) Но—С H 3 aldolase + Н—С-—ОН H Н-С-—ОН 15 CH-ОРО 6. Н—С—ОН CH,OPO Fructose- 1,6-bisphosphate (FBP) Glyceraldehyde- 3-phosphate (GAP)
Draw Intermediate CH3OH₂+ protonation H H3C -0 H Q CH3OH deprotonation loss of H₂O elimination H3C :0 ÖH -CH3 Draw Intermediate CH3OH deprotonatio Please select a drawing or reag
Draw a stepwise mechanism for the acid-catalyzed interconversion of two glucose anomers by mutarotation. HO- HO- но но Но HO OH OH Но OH
Draw the products formed when each ester is treated with lithium hydroxide and water. Reaction A Select Draw Rings More CH3CH₂CH(CH3)OC=OCH(CH3)₂ LiOH H₂O |||||| HO 3 Ć H O OH Li Erase Q2Q
Curved arrows are used to illustrate the flow of electrons. Follow the arrows and draw the intermediate and product in this reaction. Include all lone pairs. Ignore stereochemistry. Ignore inorganic byproducts. :O: H :OCH3 H OH CH3 CH3OH2+ protonation CH3OH deprotonation H3C CH3OH ОН nucleophilic addition -H Draw Intermediate Q
. CONUERT D-LYOSE TO A +HAWTHOAN PROSECTIO (MUST Stlow ALL STEPS): OH Ho.

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