ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 21.1, Problem 5P
Interpretation Introduction

Interpretation:

The structure of valine is to be stated. The rotation of valine that is prepared by halogenation of 3- methylbutanoic acid is to be identified.

Concept Introduction:

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The carboxylic acids that contain α- hydrogen atoms in their structure on reaction with halogen in the presence of phosphorous trichloride (PCl3) results in the formation of α- halo carboxylic acids as the final products. Such a reaction is called as Hell-Volhard-Zelinsky reaction.

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A mixture that has equal amount of enantiomers is commonly known as racemic mixture. Enantiomers have non-superimposable mirror images of one another and therefore; they rotate the plane of polarized light in opposite but equal direction. The racemic mixture is optically inactive in nature.

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CH3O OH OH O hemiacetal O acetal O neither O 0 O hemiacetal acetal neither OH hemiacetal O acetal O neither CH2 O-CH2-CH3 CH3-C-OH O hemiacetal O acetal CH3-CH2-CH2-0-c-O-CH2-CH2-CH3 O neither HO-CH2 ? 000 Ar B
What would be the best choices for the missing reagents 1 and 3 in this synthesis? 1. PPh3 2 2. n-BuLi 3 Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Explanation Check Click and drag to start drawing a structure.
Predict the products of this organic reaction: NaBH3CN + NH2 ? H+ Click and drag to start drawing a structure. ×

Chapter 21 Solutions

ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.

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