EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 10, Problem 10.34P
Interpretation Introduction

(a)

Interpretation:

Whether the reaction between the compounds given in the illustration leads to the formation of chiral ethanol or not is to be stated. The line-and-wedge formula of chiral ethanol formed is to be drawn.

Concept introduction:

The two hydrogens of ethanol are enantiotopic in nature. That is substitution of one hydrogen by another group will lead to R-isomer while the other will lead to S-isomer. The alcohol dehydrogenase reaction of isotopically substituted ethanol can be carried out in order to distinguish them as the reaction is stereospecific in nature.

Interpretation Introduction

(b)

Interpretation:

Whether the reaction between the compounds in the given illustration leads to the formation of chiral ethanol or not is to be stated. The line-and-wedge formula of chiral ethanol formed is to be drawn.

Concept introduction:

The two hydrogens of ethanol are enantiotopic in nature. That is substitution of one hydrogen by another group will lead to R-isomer while for the other will lead to S-isomer. The alcohol dehydrogenase reaction of isotopically substituted ethanol is carried out then the two isomers can easily be identified.

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)
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EBK ORGANIC CHEMISTRY

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