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EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 6, Problem 6.53AP
Interpretation Introduction
Interpretation:
The result of the conversion reaction from optically active starting material to a product with an identical melting point and an optical rotation of equal magnitude and the opposite sign is consistent with either tetrahedral or pyramidal geometry at the asymmetric carbon is to be shown.
Concept introduction:
An atom that has four nonequivalent atoms or groups attached to it is known as the chiral atom. Chiral centers are also called asymmetric or stereogenic centers. The chiral atom sometimes results in the formation of enantiomers which are the non-superimposable mirror images of each other.
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Students have asked these similar questions
In addition to more highly fluorinated products, fluorination of 2-methylbutane yields a mixture of compounds with the formula C5H10F2. Draw the structures of all the isomers with the formula C5H10F2 that would be produced and label with a star all the chiral centers present in their structures.
Draw all three staggered conformations for the following compound, viewed along the C₂-C3 bond. Determine which conformation is
the most stable, taking into account gauche interactions and hydrogen-bonding interactions. (J. Phys. Chem. A 2001, 105, 6991-6997)
Provide a reason for your choice by identifying all of the interactions that led to your decision.
H₂C OH
C₂
HO CH3
Which of the following is the most stable staggered conformer?
Me
Me
***
Conformer B
Me-
Me
Conformer A
Me
Conformer C
Me
Conformer B because the anti OH groups avoid hydrogen bonding, which is a destabilizing effect.
Conformer A because there are only two gauche interactions, and hydrogen bonding between the two OH groups is a
stabilizing effect.
Conformer C because there is no steric strain for Me-OH gauche interactions and hydrogen bonding between the two OH
groups is a stabilizing effect.
Conformer B because the large OH groups are anti to each other.
Pyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such.
Q,) Label all chiral centers in each molecule and all carbon-carbon double bonds about which there is the possibility for cis,trans isomerism.
Chapter 6 Solutions
EBK ORGANIC CHEMISTRY
Ch. 6 - Prob. 6.1PCh. 6 - Prob. 6.2PCh. 6 - Prob. 6.3PCh. 6 - Prob. 6.4PCh. 6 - Prob. 6.5PCh. 6 - Prob. 6.6PCh. 6 - Prob. 6.7PCh. 6 - Prob. 6.8PCh. 6 - Prob. 6.9PCh. 6 - Prob. 6.10P
Ch. 6 - Prob. 6.11PCh. 6 - Prob. 6.12PCh. 6 - Prob. 6.13PCh. 6 - Prob. 6.14PCh. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Prob. 6.19PCh. 6 - Prob. 6.20PCh. 6 - Prob. 6.21PCh. 6 - Prob. 6.22PCh. 6 - Prob. 6.23PCh. 6 - Prob. 6.24PCh. 6 - Prob. 6.25PCh. 6 - Prob. 6.26APCh. 6 - Prob. 6.27APCh. 6 - Prob. 6.28APCh. 6 - Prob. 6.29APCh. 6 - Prob. 6.30APCh. 6 - Prob. 6.31APCh. 6 - Prob. 6.32APCh. 6 - Prob. 6.33APCh. 6 - Prob. 6.34APCh. 6 - Prob. 6.35APCh. 6 - Prob. 6.36APCh. 6 - Prob. 6.37APCh. 6 - Prob. 6.38APCh. 6 - Prob. 6.39APCh. 6 - Prob. 6.40APCh. 6 - Prob. 6.41APCh. 6 - Prob. 6.42APCh. 6 - Prob. 6.43APCh. 6 - Prob. 6.44APCh. 6 - Prob. 6.45APCh. 6 - Prob. 6.46APCh. 6 - Prob. 6.47APCh. 6 - Prob. 6.48APCh. 6 - Prob. 6.49APCh. 6 - Prob. 6.50APCh. 6 - Prob. 6.51APCh. 6 - Prob. 6.52APCh. 6 - Prob. 6.53APCh. 6 - Prob. 6.54AP
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