ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 16.10, Problem 23CC

(a)

Interpretation Introduction

Interpretation: The type of sigmatropic rearrangement in each reaction should be described by using brackets and two numbers.

Concept Introduction : The pericyclic reaction that involves the changing of the location of the σ bond, is known as sigmatropic rearrangement. It is written by two numbers in the brackets that depict the number of atoms separating the bond (already formed bond) and the bond breaking in the transition state.

(b)

Interpretation Introduction

Interpretation: The type of sigmatropic rearrangement in each reaction should be described by using brackets and two numbers.

Concept Introduction : The pericyclic reaction that involves the changing of the location of the σ bond, is known as sigmatropic rearrangement. It is written by two numbers in the brackets that depict the number of atoms separating the bond (already formed bond) and the bond breaking in the transition state.

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3. Consider the compounds below and determine if they are aromatic, antiaromatic, or non-aromatic. In case of aromatic or anti-aromatic, please indicate number of I electrons in the respective systems. (Hint: 1. Not all lone pair electrons were explicitly drawn and you should be able to tell that the bonding electrons and lone pair electrons should reside in which hybridized atomic orbital 2. You should consider ring strain- flexibility and steric repulsion that facilitates adoption of aromaticity or avoidance of anti- aromaticity) H H N N: NH2 N Aromaticity (Circle) Aromatic Aromatic Aromatic Aromatic Aromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic aromatic TT electrons Me H Me Aromaticity (Circle) Aromatic Aromatic Aromatic Aromatic Aromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic aromatic πT electrons H HH…
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