ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Chapter 24, Problem 42P
Interpretation Introduction

Interpretation:

The products of periodic acid oxidation of the given monosaccharides and glycosides are to be determined. The number of moles of the reagent consumed per mole of substrate is to be determined in each case.

Concept Introduction:

Periodic acid is used to cleave the carbon-carbon bond in 1,2-difunctional compounds, particularly vicinal diols and hydroxycarbonyl compounds.

Each bond cleaved is replaced by a hydroxyl group, one on each carbon.

If the carbon already has a hydroxyl group bonded to it, the unstable geminal diol formed loses a molecule of water to yield the corresponding carbonyl compound.

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Answers to the remaining 6 questions will be hand-drawn on paper and submitted as a single file upload below: Review of this week's reaction: H₂NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H₂O ---> H₂NC(=NH)N(CH3)CH2COOH (creatine) Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts) Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts) Q9. Explain with drawing why the C-N bond shown in creatine structure below can or cannot rotate. (3 pts) NH2(C=NH)-N(CH)CH2COOH This bond Q10. Draw two tautomers of creatine using line structures. (Note: this question is valid because problem Q9 is valid). (4 pts) Q11. Mechanism. After seeing and understanding the mechanism of creatine synthesis, students should be ready to understand the first half of one of the Grignard reactions presented in a past…
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