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Summary: Adopted at over 150 colleges and universities in its first edition, Organic Chemistry is based on the author's first-hand experience in teaching the introductory organic chemistry course at Princeton. Combining authoritative coverage with a direct, informal writing style and carefully annotated figures, the author relates the story of organic chemistry in words and pictures to help students understand how and why reactions take place.
Jones, Maitland Jr. : Princeton University
Maitland Jones, Jr., is David B. Jones Professor of Chemistry at Princeton University. His undergraduate and graduate degrees are from Yale University. A long-time teacher of the organic chemistry course at Princeton, he is also an internationally recognized research scientist. His special field of expertise is reactive intermediates, and within that subfield, he is particularly interested in carbenes. He is considered one of the world's leading authorities on this fundamentally important subject, and he regularly travels far and wide, lecturing on the current state of his research.
(annotated to highlight significant changes in the Second Edition)
Chapter 1: Atoms and Molecules; Orbitals and Bonding
Combines old Chapters 1 & 2. Omitted is the lengthy discussion of the hypothetical "H4" molecule.
Added are two new sections: 1.7: An Introduction to Reactivity: Acids and Bases (requested by a
number of readers) and 1.8: Quantum Mechanics and Babies (an anecdote that tries to show the
connection between quantum mechanics and the "real world").
Chapter 2: Alkanes
New section heading, 13C Nuclear Magnetic Resonance Spectroscopy, features a short preview of
spectroscopy. Also, the former boxed feature on methane has been expanded into a full-scale section
on Alkanes as Biomolecules.
Chapter 3: Alkenes and Alkynes
A new section, Alkenes and Biology, begins a cross-chapter examination of the biochemical formation
of carbon-carbon bonds.
Chapter 4: Stereochemistry
Another new "bio" section, Thalidomide: The Consequences of Being Wrong-Handed, examines the
real-world effects of using the wrong enantiomer of a once-common drug.
Chapter 5: Rings
The former box on adamantanes has been combined with a preexisting section to form an expanded
discussion of adamantenes in both materials science (diamonds) and human biology (anti-viral drugs).
Chapter 6: Substitution and Elimination Reactions: The SN1, SN2, E1, and E2 Reactions
A new section, The SN2 Reaction in Biochemistry, uses alkalated DNA as an example of the possible
negative side-effects of the SN 2 reaction.
Chapter 7: Equilibria
The former box on aconitase has been expanded into a new section: Enzymes and Reaction Rates.
Chapter 8: Additions to Alkenes 1
A new section, Rearrangements in Biological Processes, carries forward the new biochemical theme
introduced in Chapter 3.
Chapter 9: Additions to Alkenes 2; Additions to Alkynes
Another new section in the sequence started in Chapter 3 and continued in Chapter 8, titled
Three-Membered Rings in Biochemistry, incorporates material formerly found in the box on pyrethrins.
Chapter 10: Radical Reactions
The box on vitamin E has been expanded into a new section: Radicals in Your Body: Do Free Radicals
Chapter 11: Dienes and the Allyl System: 2p Orbitals in Conjugation
Thorough coverage of steroid biosynthesis.
Chapter 12: Conjugation and Aromaticity
Contains the solid coverage of carcinogenesis by polynuclear aromatics contained in the first edition.
Chapter 13: Substitution Reactions of Aromatic Compounds
A new section, Biological Synthesis of Aromatic Rings: Phenylalanine, has been added. Also, amino
acids are introduced at an earlier stage.
Chapter 14: Analytical Chemistry
Introduced in chapter two, the theory of spectroscopy is addressed in earnest in this chapter. Also, the
box discussing the molecule Maitotoxin has been expanded and updated to form a new section:
Determination of the Structure of a Complex Biomolecule: Maitotoxin.
Chapter 15: Carbonyl Chemistry 1: Addition Reactions
Solid coverage of Biological oxidation.
Chapter 16: The Chemistry of Alcohols Summarized and Extended: Glycols, Ethers, and Related Sulfur Compounds
Chapter 17: Carbonyl Chemistry 2: Reactions at the [alpha]-Position
Enhanced discussion of fatty-acid synthesis.
Chapter 18: Carboxylic Acids
Discussion of fatty-acids given greater emphasis.
Chapter 19: Derivatives of Carboxylic Acids: Acyl Compounds
A new section, Forward and Reverse Claisen Condensations in Biology, has been formed by
combining the material formerly contained in a box on methyl jasmonates with a continuation of the
fatty-acid discussion developed in the preceding two chapters.
Chapter 20: Introduction to the Chemistry of Nitrogen-containing Compounds: Amines
Extensive coverage of amines.
Chapter 21: Aromatic Transition States: Orbital Symmetry
Chapter 22: Introduction to Polyfunctional Compounds: Intramolecular Reactions and Neighboring Group Participation
Chapter 23: Polyfunctional Natural Products: Carbohydrates
Chapter 24: Introduction to the Chemistry of Heterocyclic Molecules
Chapter 25: Introduction to Amino Acids and Polyamino Acids (Peptides and Proteins)
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