Meislich, Herbert, Howard Nechamkin, Jacob Sharefkin, and George J. Hademenos. 2024. “Aromatic Heterocyclic Compounds.” Chap. 20 in Schaum's Outline of Organic Chemistry. 6th ed. New York: McGraw Hill. https://www.accessscience.com/content/book/9781265513320/chapter/chapter20
ISBN:
9781265513320
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Table of Contents
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A About the Authors -
B Dedication -
C Preface -
1 Structure and Properties of Organic Compounds -
2 Bonding and Molecular Structure -
3 Chemical Reactivity and Organic Reactions Reaction Mechanism Carbon-Containing Intermediates Types of Organic Reactions Electrophilic and Nucleophilic Reagents Thermodynamics Bond-Dissociation Energies Chemical Equilibrium Rates of Reactions Transition-State Theory and Enthalpy Diagrams Brönsted Acids and Bases Basicity (Acidity) and Structure Lewis Acids and Bases Supplementary Problems
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4 Alkanes -
5 Stereochemistry -
6 Alkenes -
7 Alkyl Halides -
8 Alkynes and Dienes -
9 Cyclic Hydrocarbons -
10 Benzene and Polynuclear Aromatic Compounds -
11 Aromatic Substitution; Arenes -
12 Spectroscopy and Structure -
13 Alcohols and Thiols -
14 Ethers, Epoxides, Glycols, and Thioethers Introduction and Nomenclature Preparation Chemical Properties Cyclic Ethers Summary of Ether Chemistry Introduction Synthesis Chemistry Summary of Epoxide Chemistry Preparation of 1,2-Glycols Unique Reactions of Glycols Summary of Glycol Chemistry Introduction Preparation Chemistry Supplementary Problems
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15 Carbonyl Compounds: Aldehydes and Ketones -
16 Carboxylic Acids and Their Derivatives Introduction and Nomenclature Preparation of Carboxylic Acids Reactions of Carboxylic Acids Summary of Carboxylic Acid Chemistry Polyfunctional Carboxylic Acids Transacylation; Interconversion of Acid Derivatives More Chemistry of Acid Derivatives Summary of Carboxylic Acid Derivative Chemistry Analytical Detection of Acids and Derivatives Carbonic Acid Derivatives Summary of Carbonic Acid Derivative Chemistry Synthetic Condensation Polymers Derivatives of Sulfonic Acids Supplementary Problems
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17 Carbanion-Enolates and Enols -
18 Amines -
19 Phenolic Compounds -
20 Aromatic Heterocyclic Compounds
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20. Aromatic Heterocyclic Compounds
Nomenclature; Aromaticity
The ring index system combines (1) the prefix oxa- for O, aza- for N, or thia- for S; and (2) a stem for ring size and saturation or unsaturation. These are summarized in Table 20.1.
Table 20.1 Ring Index Heterocyclic NomenclatureRING SIZE
STEM
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Supplementary Problem 11.16