Practice Problems for Organic Chemistry: Principles and Mechanisms by Joel Karty

Studying organic chemistry with Karty? The table below maps every chapter of the 3rd edition (W. W. Norton, 2022) to matching free practice on RealOChem — interactive problems with instant feedback, plus reaction worksheets curated from the chemical literature.

Mechanism-organized; nomenclature lives in lettered interchapters (A, B, D). Enolate placements verified against the author's own FAQ (teachthemechanism.com): alpha-alkylation/halogenation in ch 10-11 (SN2 mechanisms), keto-enol in ch 7 (elementary steps), aldol in ch 19, Claisen in ch 23, haloform in 22.5, Wittig in 18.6-18.7.

Ch	Chapter	Matching practice on RealOChem
1	Atomic and Molecular Structure	Lewis Structures Determine a Molecular Formula
A	Nomenclature: The Basic System for Naming Organic Compounds	IUPAC Nomenclature Nomenclingo (IUPAC Name Builder) Guided IUPAC Naming
2	Three-Dimensional Geometry, Intermolecular Interactions, and Physical Properties	Molecular Geometry (VSEPR)
3	Valence Bond Theory and Molecular Orbital Theory	No practice for this chapter yet
B	Naming Alkenes, Alkynes, and Benzene Derivatives	IUPAC Nomenclature Assign E or Z Stereochemistry
4	Isomerism 1: Conformers and Constitutional Isomers	Newman Projections: Identify Newman Projections: Build Newman Projections: Rotate Chair Conformations: Ring Flip Chair Conformations: Energy Molecule Relationships
5	Isomerism 2: Chirality, Enantiomers, and Diastereomers	Assign R or S Stereochemistry Identify meso Compounds Stereoisomer Relationships Molecule Relationships
6	The Proton Transfer Reaction: An Introduction to Mechanisms, Equilibria, Free Energy Diagrams, and Charge Stability	pKa Comparison (DMSO) pKa Comparison (Water) Find the Acidic Proton Mechanism Arrows
7	An Overview of the Most Common Elementary Steps	Mechanism Arrows Keto-Enol Tautomerization — literature worksheet: problems
C	Molecular Orbital Theory and Chemical Reactions	No practice for this chapter yet
D	Naming Compounds with a Functional Group that Calls for a Suffix	IUPAC Nomenclature Guided IUPAC Naming Functional Group Identification Functional Group Classification
8	An Introduction to Multistep Mechanisms: SN1 and E1 Reactions and Their Comparisons to SN2 and E2 Reactions	SN1 and SN2 Reactions — literature worksheet: problems / answer key E1 and E2 Reactions — literature worksheet: problems / answer key SN1/SN2/E1/E2 Prediction
9	Nucleophilic Substitution and Elimination Reactions 1: Competition among SN2, SN1, E2, and E1 Reactions	SN1/SN2/E1/E2 Prediction SN1 and SN2 Reactions — literature worksheet: problems / answer key E1 and E2 Reactions — literature worksheet: problems / answer key
10	Organic Synthesis 1: Nucleophilic Substitution and Elimination Reactions and Functional Group Transformations	Enolate Formation — literature worksheet: problems / answer key Enolate Alkylation — literature worksheet: problems / answer key Alpha Halogenation — literature worksheet: problems / answer key
11	Organic Synthesis 2: Beginning Concepts in Designing Multistep Synthesis	Enolate Alkylation — literature worksheet: problems / answer key Alpha Halogenation — literature worksheet: problems / answer key
12	Electrophilic Addition to Nonpolar Pi Bonds 1: Addition of a Bronsted Acid	Electrophilic Addition to Alkenes/Alkynes — literature worksheet: problems / answer key
13	Electrophilic Addition to Nonpolar Pi Bonds 2: Reactions Involving Cyclic Transition States	Electrophilic Addition to Alkenes/Alkynes — literature worksheet: problems / answer key
14	Conjugation and Aromaticity	Identify Aromaticity Compare Resonance Contributors Resonance Arrows Resonance Formal Charges
15	Structure Determination 1: Mass Spectrometry	No practice for this chapter yet
16	Structure Determination 2: Infrared Spectroscopy and Ultraviolet-Visible Spectroscopy	No practice for this chapter yet
17	Structure Determination 3: Nuclear Magnetic Resonance Spectroscopy	No practice for this chapter yet
18	Nucleophilic Addition to Polar Pi Bonds 1: Addition of Strong Nucleophiles	Addition to Carbonyls — literature worksheet: problems / answer key Olefinations — literature worksheet: problems / answer key
19	Nucleophilic Addition to Polar Pi Bonds 2: Weak Nucleophiles and Acid and Base Catalysis	Addition to Carbonyls — literature worksheet: problems / answer key Aldol Reactions — literature worksheet: problems / answer key Complex Enolate Reactions — literature worksheet: problems / answer key
20	Redox Reactions: Organometallic Reagents and Their Reactions	Addition to Carbonyls — literature worksheet: problems / answer key
21	Organic Synthesis 3: Intermediate Topics in Synthesis Design	No practice for this chapter yet
22	Nucleophilic Addition-Elimination Reactions 1: The General Mechanism Involving Strong Nucleophiles	Substitution at Carbonyls — literature worksheet: problems / answer key Alpha Halogenation — literature worksheet: problems / answer key
23	Nucleophilic Addition-Elimination Reactions 2: Weak Nucleophiles	Substitution at Carbonyls — literature worksheet: problems / answer key Claisen Condensations — literature worksheet: problems / answer key
24	Aromatic Substitution 1: Electrophilic Aromatic Substitution on Benzene; Useful Accompanying Reactions	Electrophilic Aromatic Substitution — literature worksheet: problems / answer key
25	Aromatic Substitution 2: Reactions of Substituted Benzenes and Other Rings	Electrophilic Aromatic Substitution — literature worksheet: problems / answer key Nucleophilic Aromatic Substitution — literature worksheet: problems / answer key
26	The Diels-Alder Reaction, Syn Dihydroxylation, and Oxidative Cleavage	Diels-Alder Reactions — literature worksheet: problems / answer key
27	Reactions Involving Radicals	Radical Reactions — literature worksheet: problems / answer key
28	Polymers	No practice for this chapter yet
29	Biomolecules 1: An Overview of the Structure, Chemical Properties, and Roles of the Molecules of Life (ebook-only)	No practice for this chapter yet
30	Biomolecules 2: Representative Biochemical Processes Involving Biomolecules (ebook-only)	No practice for this chapter yet

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