Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 7, Problem 17E

Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation:
Chapter 7, Problem 17E, Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation.
b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C 3 of the ring.
c. In general, which is a lower PE conformation, anti or gauche?
d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.

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Draw all formal charges on the structures below as is and draw 1 resonance structure that is more stable.
Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1
AE>AE₁ (Y/N) AE=AE₁ (Y/N) AE
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