Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 2, Problem 2.2P
Interpretation Introduction
Interpretation:
The structural formula of tridecane
Concept introduction:
Alkane is made up of carbon and hydrogen atoms. These atoms form a bond with each other and with other atoms through the electron sharing. They do not completely donate their electrons to other atoms while forming a bond.
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It is not unexpected that the methoxyl substituent on a cyclohexane ring
prefers to adopt the equatorial conformation.
OMe
H
A G₂ = +0.6 kcal/mol
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What is unexpected is that the closely related 2-methoxytetrahydropyran
prefers the axial conformation:
H
H
OMe
OMe
A Gp=-0.6 kcal/mol
Methoxy: CH3O group
Please be specific and clearly write the reason why this is observed. This effect that provides
stabilization of the axial OCH 3 group in this molecule is called the anomeric effect. [Recall in the way of
example, the staggered conformer of ethane is more stable than eclipsed owing to bonding MO
interacting with anti-bonding MO...]
206 Pb
82
Express your answers as integers. Enter your answers separated by a comma.
▸ View Available Hint(s)
VAΣ
ΜΕ ΑΣΦ
Np, N₁ = 82,126
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protons, neutrons
Please draw the inverted chair forms of the products for the two equilibrium reactions
shown below. Circle the equilibrium reaction that would have a AG = 0, i.e., the relative energy of
the reactant (to the left of the equilibrium arrows) equals the relative energy of the product? [No
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CH3
CH3
HH
CH3
1
-CH3
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - Prob. 2.1PCh. 2 - Prob. 2.2PCh. 2 - Prob. 2.3PCh. 2 - Prob. 2.4PCh. 2 - Prob. 2.5PCh. 2 - Prob. 2.6PCh. 2 - Prob. 2.7PCh. 2 - Prob. 2.8PCh. 2 - Prob. 2.9PCh. 2 - Prob. 2.10P
Ch. 2 - Prob. 2.11PCh. 2 - Prob. 2.12PCh. 2 - Prob. 2.13PCh. 2 - Prob. 2.14PCh. 2 - Prob. 2.15PCh. 2 - Prob. 2.16PCh. 2 - Prob. 2.18PCh. 2 - Prob. 2.19PCh. 2 - Prob. 2.20PCh. 2 - Prob. 2.21PCh. 2 - Prob. 2.22PCh. 2 - Prob. 2.23PCh. 2 - Prob. 2.24PCh. 2 - Prob. 2.25APCh. 2 - Prob. 2.26APCh. 2 - Prob. 2.27APCh. 2 - Prob. 2.28APCh. 2 - Prob. 2.29APCh. 2 - Prob. 2.30APCh. 2 - Prob. 2.31APCh. 2 - Prob. 2.32APCh. 2 - Prob. 2.33APCh. 2 - Prob. 2.34APCh. 2 - Prob. 2.35APCh. 2 - Prob. 2.36APCh. 2 - Prob. 2.37APCh. 2 - Prob. 2.38APCh. 2 - Prob. 2.39APCh. 2 - Prob. 2.40APCh. 2 - Prob. 2.41APCh. 2 - Prob. 2.42APCh. 2 - Prob. 2.43APCh. 2 - Prob. 2.44APCh. 2 - Prob. 2.45APCh. 2 - Prob. 2.46APCh. 2 - Prob. 2.47APCh. 2 - Prob. 2.48APCh. 2 - Prob. 2.49APCh. 2 - Prob. 2.50AP
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