Study Guide & Student Solutions Manual Vol 2 to Organic Chemistry 36650

by G. Marc Loudon; Marc Loudon

• ISBN13: 9780805366648
• ISBN10: 0805366644
• Edition: 3rd
• Format: Paperback
• Copyright: 1999-11-01
• Publisher: Addison-Wesley

Table of Contents

Preface	v
Chemistry of Aldehydes and Ketones; Carbonyl-Addition Reactions	447	(42)
Terms	447	(1)
Concepts	448	(8)
Reactions	456	(8)
Study Guide Links	464	(6)
IR Absorptions of Cyclic Ketones	464	(1)
Why Nucleophiles React at the Carbonyl Carbon	465	(1)
Analogy for Nucleophilic Addition	466	(1)
Acids and Bases in Reaction Mechanisms	466	(1)
Lewis Acid Catalysis	467	(1)
Reactions that Form Carbon-Carbon Bonds	467	(1)
Alcohol Syntheses	467	(1)
Hemiacetal Protonation	468	(1)
Mechanism of Carbinolamine Formation	468	(2)
Solutions	470	(19)
Solutions to In-Text Problems	470	(7)
Solutions to Additional Problems	477	(12)
Chemistry of Carboxylic Acids	489	(32)
Terms	489	(1)
Concepts	489	(5)
Reactions	494	(5)
Study Guide Links	499	(6)
Chemical Shifts of Carbonyl Carbons	499	(1)
Bases that React with Carboxylic Acids	499	(1)
Resonance Effect on Carboxylic Acid Acidity	500	(1)
More on Surfactants	500	(1)
Orthoesters	501	(1)
Mechanism of Acid Chloride Formation	502	(1)
More on Synthetic Equivalents	503	(1)
Mechanism of Anhydride Formation	503	(1)
Mechanism of the LiAlH4 Reduction of Carboxylic Acids	504	(1)
Solutions	505	(16)
Solutions to In-Text Problems	505	(4)
Solutions to Additional Problems	509	(12)
Chemistry of Carboxylic Acid Derivatives	521	(44)
Terms	521	(1)
Concepts	521	(7)
Reactions	528	(9)
Study Guide Links	537	(7)
NMR Evidence for Internal Rotation in Amides	537	(1)
Solving Structure Problems Involving Nitrogen-Containing Compounds	537	(2)
Basicity of Nitriles	539	(1)
Mechanism of Ester Hydrolysis	539	(1)
Cleavage of Tertiary Esters and Carbonless Carbon Paper	540	(1)
Reaction of Tertiary Amines with Acid Chlorides	541	(1)
Another Look at Friedel-Crafts Acylation	542	(1)
Esters and Nucleophiles	542	(2)
Solutions	544	(21)
Solutions to In-Text Problems	544	(7)
Solutions to Additional Problems	551	(14)
Chemistry of Enolate Ions, Enols, and α,β-Unsaturated Carbonyl Compounds	565	(50)
Terms	565	(1)
Concepts	565	(6)
Reactions	571	(9)
Study Guide Links	580	(6)
Ionization vs. Nucleophilic Attack on the Carbonyl Carbon	580	(1)
Kinetic vs. Thermodynamic Stability of Enols	580	(1)
Dehydration of β-Hydroxy Carbonyl Compounds	581	(1)
Understanding Condensation Reactions	582	(1)
Variants of the Aldol and Claisen Condensations	582	(1)
Malonic Ester Alkylation	583	(1)
Alkylation of Enolate Ions	583	(1)
Further Analysis of the Claisen Condensation	584	(1)
Synthetic Equivalents in Conjugate Addition	585	(1)
Conjugate Addition of Organocuprate Reagents	585	(1)
Solutions	586	(29)
Solutions to In-Text Problems	586	(12)
Solutions to Additional Problems	598	(17)
Chemistry of Amines	615	(38)
Terms	615	(1)
Concepts	615	(5)
Reactions	620	(7)
Study Guide Links	627	(4)
Structures of Amide Bases	627	(1)
Nitration of Aniline	627	(1)
Mechanism of Diazotization	627	(1)
Mechanism of the Curtius Rearrangement	628	(1)
Formation and Decarboxylation of Carbamic Acids	629	(2)
Solutions	631	(22)
Solutions to In-Text Problems	631	(8)
Solutions to Additional Problems	639	(14)
Chemistry of Naphthalene and the Aromatic Heterocycles	653	(38)
Terms	653	(1)
Concepts	653	(6)
Reactions	659	(7)
Study Guide Links	666	(2)
Relative Acidities of 1,3-Cyclopentadiene and Pyrrole	666	(1)
Fischer Indole Synthesis	666	(1)
Dehydration of Glycerol	667	(1)
Solutions	668	(23)
Solutions to In-Text Problems	668	(6)
Solutions to Additional Problems	674	(17)
Pericyclic Reactions	691	(24)
Terms	691	(1)
Concepts	691	(5)
Reactions	696	(3)
Study Guide Links	699	(2)
Thermal Activation of Pericyclic Reactions	699	(1)
Frontier Orbitals	699	(1)
Orbital Analysis of Sigmatropic Reactions	699	(2)
Solutions	701	(14)
Solutions to In-Text Problems	701	(6)
Solutions to Additional Problems	707	(8)
Amino Acids, Peptides, and Proteins	715	(31)
Terms	715	(1)
Concepts	716	(6)
Reactions	722	(5)
Study Guide Links	727	(3)
Neutral Amino Acids	727	(1)
Names of the Amino Acids	727	(1)
Reaction of α-Amino Acids with Ninhydrin	727	(1)
Amino Acid Analysis	728	(1)
Solid-Phase Peptide Synthesis	728	(1)
An All-D Enzyme	729	(1)
Solutions	730	(16)
Solutions to In-Text Problems	730	(4)
Solutions to Additional Problems	734	(12)
Carbohydrates and Nucleic Acids	746	(1)
Terms	746	(1)
Concepts	747	(10)
Reactions	757	(4)
Study Guide Links	761	(1)
Nomenclature of Anomers	761	(1)
Acid Catalysis of Carbohydrate Reactions	761	(1)
Configurations of Aldaric Acids	761	(1)
More on the Fischer Proof	762	(2)
DNA Transcription	764	(1)
Solutions	765	(1)
Solutions to In-Text Problems	765	(7)
Solutions to Additional Problems	772