EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 7, Problem 7.20P
Interpretation Introduction

Interpretation:

The number of 1,3-diaxial interactions that occur in cis-decalin and trans-decalin are to be stated. The compound that has lower energy is to be predicted.

Concept introduction:

A bicyclic compound in which bridgehead carbon atoms are adjacent to each other is known as fused bicyclic compound. However, if the bridgehead carbon atoms are not adjacent to each other then the compound is known as bridged bicyclic compound.

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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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EBK ORGANIC CHEMISTRY

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