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Organic Chemistry Glossary
Glossary Terms in Undergraduate Organic Chemistry & Where They First Appear in This Database.
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| Abbreviation, Term, Symbol | Class | Database Headings |
| Δ | LAB | (heat) |
| (+) (see dextrorotatory) | I | Stereochemistry |
| (-) (see levorotatory) | I | Stereochemistry |
| 1,2-addition | I | Electrophilic Addition |
| [1,2]-hydride shift | I | Carbocations |
| [1,2]-alkyl shift | I | Carbocations |
| 1º, 2º, 3º, 4º | I | Classifying Carbon |
| [1,3] migration | II | Pericyclic reactions |
| 1,4-addition | II | Conjugation, Enones and Enoates |
| [1,5] migration | II | Sigmatropic Rearrangements |
| [1,7] migration | II | Sigmatropic Rearrangements |
| [2+2] cycloaddition | II | Pericyclic Reactions |
| [3+2] cycloaddition | II | Pericyclic Reactions |
| [4+2] cycloaddition | I | Pericyclic Reactions |
| 9-BBN | I | Electrophilic Addition |
| Absolute (pure, neat) | LAB | |
| Absolute Configuration | I | Stereochemistry |
| Absorbance Spectrum | I | IR, UV-Vis Spectroscopy |
| Acetal | II | Aldehydes and ketones |
| Acetoacetic Ester Synthesis | II | Name Reactions |
| Acetylene | I | Alkynes |
| Acetylide Anion | I | Alkynes |
| Achiral | I | Stereochemistry |
| Acid Anhydride | II | Carboxylic Acid Derivatives |
| Acid-Catalyzed | I | Electrophilic Addition |
| Acid Chloride (also Acid Halide) | II | Carboxylic Acid Derivatives |
| Acid Ionization Constant | I | Acids and Bases |
| Activated Charcoal (Norit) | LAB | |
| Activation Energy | GEN | Kinetics vs. Thermodynamics |
| Activating Group | II | Reactions of Benzene |
| Actual Yield | LAB | |
| Acyl Group (see acetyl) | II | Carboxylic Acid Derivatives |
| Acylation Reactions | II | Reactions of Benzene |
| Acylium ion | II | Reactions of Benzene |
| Adenine | II | Nucleic Acids |
| Adenosine | II | Nucleic Acids |
| Addition | I | Electrophilic Addition |
| Adsorption | LAB | |
| Alanine | II | Peptides and Proteins |
| Alcohol | I | Alcohols, Ethers, Epoxides |
| Alcoholysis | II | Carboxylic Acid Derivatives |
| Aldehyde | II | Ketones and Aldehydes |
| Aldohexose | II | Sugars |
| Aldol Reaction | II | Ketones and Aldehydes II |
| Aldol Condensation | II | Ketones and Aldehydes II |
| Aldose | II | Sugars |
| Alkali Metal | GEN | |
| Alkaline | GEN | |
| Alkaline Earth Metal | GEN | |
| Alkaloid | II | Amines |
| Alkane | I | Alkanes |
| Alkene | I | Alkenes |
| Alkyne | I | Alkynes |
| Alkoxide | I | Substitution |
| Alkyl Group | I | Nomenclature |
| Alkyl Halide | I | Nomenclature |
| Allene | I | Alkenes, Stereochemistry |
| Allyl Groups | I | Resonance |
| Allylic carbocations | I | Resonance |
| Allylic Position | I | Resonance |
| Amino Acid | II | Peptides and Proteins |
| a-Anomer | II | Sugars (Carbohydrates) |
| a-Carbon | II | Functional groups |
| Alpha-helix | II | Peptides and Proteins |
| Anisotropy | I | NMR Spectroscopy |
| Amalgam | II | Redox Reactions |
| Ambident | II | Ketones and Aldehydes |
| Amide | II | Carboxylic Acid Derivatives |
| Amine | I | Amines I & II |
| Amine Oxide | I | Elimination |
| amu | GEN | |
| Angle Strain | I | Conformational Analysis |
| Anhydrides | II | Carboxylic Acid Derivatives |
| Anhydrous | LAB | |
| Anion | GEN | |
| Annealing | II | Nucleic Acids |
| Anomer | II | Sugars (Carbohydrates) |
| Anomeric Carbon | II | Sugars (Carbohydrates) |
| Anomeric Effect | II | Electron Delocalization |
| Anti | I | Stereochemistry |
| Anti Addition | I | Electrophilic Addition |
| Anti-Markovnikov Addition | I | Regiochemistry |
| Anti-periplanar | I | Newman Projections |
| Anti-aromaticity | II | Aromaticity |
| Antibiotic | II | Drugs and Enzymes |
| Anti-bonding Molecular Orbital | I | Molecular Orbital Theory |
| Aprotic Solvent | I | Solvents |
| Aqueous | I | Solvents |
| Arenium Ion | I | Aromatic Substitution |
| Arginine | II | Peptides and Proteins |
| Arrhenius Rate Equation | I | Kinetics vs. Thermodynamics |
| Aryl or Ar- | I | Nomenclature |
| Aryl halide | II | Functional Groups |
| Asparigine (K or Asp) | II | Peptides and Proteins |
| Aspartic Acid | II | Peptides and Proteins |
| Asymmetric | I | Stereochemistry |
| Asymmetric Stretching | I | IR Spectroscopy |
| Atomic Mass | GEN | |
| Atomic Number | GEN | |
| Atomic Orbital | GEN | |
| Atomic Radius | GEN | |
| ATP (adenosine triphosphate) | II | Nucleic Acids |
| Avagadro’s Number | GEN | |
| Axial | I | Conformational Analysis |
| Azeotrope | LAB | |
| Azide | I | Substitution |
| Aziridine | I | Amines I |
| Azimuthal Quantum Number | I | Electron Configuration |
| Azo Coupling | II | Reactions of Benzene |
| Back-sided Attack | I | Electrophilic Addition, Substitution |
| Baeyer-Villiger Oxidation | II | Redox Reactions |
| Banana Bonds | I | Cycloalkanes |
| Base | I | Acids and Bases |
| Base-catalyzed | I | Catalysis |
| Base Pair | II | Nucleic Acids |
| Bond Dissociation Energy (BDE) | I | Radicals |
| Bending Mode (IR) | I | IR Spectroscopy |
| Benzylic Carbocation | I | Carbocations |
| Benzyl group | I | Nomenclature |
| Benzylic Position | I | Resonance |
| Benzyne | II | Reactions of Benzene |
| ß-anomer | II | Sugars (Carbohydrates) |
| ß-carbon | I | Elimination, Conjugate addition |
| ß-Elimination | I | Elimination |
| Betaine | II | Aldehydes and Ketones |
| ß-Sheet | II | Peptides and Proteins |
| Bicyclic | II | Nomenclature |
| Bimolecular | GEN, I | Elimination, Substitution |
| Biosynthesis | II | Advanced Synthetic Strategy |
| Boat Conformation | I | Conformational Analysis |
| Boiling Point | I | Alkanes |
| Bond Angle | I | Bonding & Hybridization |
| Bond Dipole | I | Bonding and Hybridization |
| Bond length | I | Representing Organic Compounds |
| Bond Order | GEN | |
| Bond Rotation | I | Conformational Analysis |
| Bond Stretch | I | IR Spectroscopy |
| Bond-Line Structure | I | Drawing Organic Structures |
| Bonding Molecular Orbital | I | Molecular Orbital theory |
| Borane | I | Electrophilic Addition |
| Branching | I | Nomenclature |
| Bridged | I | Polycyclic Compounds |
| Bromination | I | Electrophilic Addition & Substitution |
| Bronsted Acid-Base Theory | I | Acids and Bases |
| Butyl group | I | Nomenclature |
| Cahn-Ingold-Prelog (C-I-P) Rules | I | Nomenclature |
| Carbanion | II | Carbanions; Reactive intermediates |
| Carbocation | I | Carbocations |
| Carbohydrate | II | Sugars (Carbohydrates) |
| Carbon NMR | I | NMR Spectroscopy |
| Carbonyl | II | Ketones and Aldehydes |
| Carboxylate | II | Carboxylic Acid Derivatives |
| Carboxylic Acid | II | Carboxylic Acid Derivatives |
| Carboxylic Acid Derivative | II | Carboxylic Acid Derivatives |
| Canonical Form | I | Resonance |
| Catalyst | I | Reaction Coordinate Diagrams |
| Catalytic Hydrogenation | I | Redox Reactions |
| Chain Initiation | I | Radicals |
| Chain Propagation | I | Radicals |
| Chain Termination | I | Radicals |
| Chair Conformation | I | Conformational Analysis |
| Chair Flip | I | Conformational Analysis |
| Chemical Shift | I | NMR Spectroscopy |
| Chirality | I | Stereochemistry |
| Chiral Center | I | Stereochemistry |
| Chlorination | I,II | Electrophilic Addition |
| Cholesterol | II | Fats & Lipids |
| Chromatography | LAB | Lab |
| Cis | I | Stereochemistry |
| Claisen Condensation | II | Condensation Reactions |
| Claisen Rearrangement | II | Pericyclic Reactions |
| Clemmensen Reduction | II | Redox Reactions |
| Combustion | I | Alkanes |
| Concerted Reaction | I | Substitution |
| Condensation Reactions | II | Condensation Reactions |
| Condensed Formula | I | Representing Organic Compounds |
| Configuration | I | Stereochemistry |
| Configurational Isomer | I | Stereochemistry |
| Conformation | I | Isomerism |
| Conformational Isomer | I | Isomerism |
| Conformer | I | Isomerism |
| Conjugate Acid | I | Acids and Bases |
| Conjugate Base | I | Acids and Bases |
| Conjugation | I | Resonance |
| Constitutional isomer | I | Isomerism |
| Coordination Compounds | I | Organotransition Metal Chemistry |
| Coupling | I | NMR Spectroscopy |
| Coupling Constant (J) | I | NMR Spectroscopy |
| Covalent Bond | I | Atoms and Molecules |
| Crown Ethers | I | Alcohols, Ethers, Epoxides |
| Cuprate | I,II | Organometallic Compounds |
| Curved Arrow | I | Arrow pushing and Mechanism |
| Cycloaddition Reaction | I | Pericyclic Reactions |
| Cycloalkane | I | Alkanes, Nomenclature |
| Cyclobutadiene | II | Aromaticity |
| Cyclooctatetraene | II | Aromaticity |
| Cyclopentadienyl anion | II | Aromaticity |
| Cyclopentadienyl cation | II | Aromaticity |
| Cyclopropane | I | Cycloalkanes |
| Cyclopropenyl cation | II | Aromaticity |
| Cysteine | II | Peptides and Proteins |
| Cystine | II | Peptides and Proteins |
| Cytosine | II | Nucleic Acids |
| d (same as (+)) | I | Stereochemistry |
| D | I | Stereochemistry |
| Dalton | GEN | (an atomic mass unit) |
| Deactivating Group | II | Reactions of Benzene |
| Deactivator | II | Reactions of Benzene |
| Decarboxylation | II | Condensation Reactions |
| Decomposition | LAB | |
| Degenerate | I | Resonance Structures |
| Delocalization | I | Resonance Structures |
| Deoxyribonucleic Acid | II | Nucleic Acids |
| Deprotection / Deblocking | II | Ketones and Aldehydes |
| Deprotonate | I | Acids & Bases |
| DEPT | II | NMR spectroscopy |
| Deshielded | I | NMR spectroscopy |
| Desolvation | I | NMR spectroscopy |
| Destructive Interference | I | NMR spectroscopy |
| Detergent | II | Fats and Lipids |
| Detonation | LAB | |
| Deuterium | I | Mass Spectrometry |
| Dewar Benzene | I | Benzene & Aromatics |
| Dextrorotatory (D or d or +) | I | Stereochemistry |
| Dextrose | I | Sugars |
| Diastereomer | I | Stereochemistry |
| Diatomic | GEN | |
| Diaxial Interaction | I | Conformational Analysis |
| Diazonium Cation | II | Reactions of Benzene |
| Diazonium Salt | II | Reactions of Benzene |
| Diazotization | II | Reactions of Benzene |
| DIBAL | II | Redox Reactions |
| Dichloromethane (methylene chloride) | LAB | Solvents (Chart) |
| Dichromate | I | Redox Reactions |
| Dieckmann Condensation | II | Condensation Reactions |
| Dielectric Constant | I | Solvents |
| Diels-Alder Reaction [4+2] cycloaddition | I | Dienes |
| Diene | I | Dienes |
| Dieneophile | I | Dienes |
| Diethyl ether | I | Solvents |
| Diffraction | I | Refractive Index |
| Diffraction Pattern | I | Refractive Index |
| Dihedral angle | I | Conformational Analysis |
| Dimer | I | Refractive Index |
| Dimethylformamide (DMF) | I | Solvents |
| Dimethyl Sulfide (DMS) | I | Solvents |
| Dimethyl sulfoxide (DMSO) | I | Solvents |
| Diol | I | Redox Reactions |
| Dipeptide | I | Peptides and Proteins |
| Dipole | I | Bonding and Hybridization |
| Dipole Moment | GEN | |
| Disproportionation | II | Redox Reactions |
| Diprotic Acid | GEN | |
| Diradical | II | Alkenes, aromatization |
| Directing Group | I | Reactions of Benzene |
| Disaccharide | II | Sugars |
| Dispersion Force (London Force) | I | Intermolecular Forces |
| Distillation | LAB | |
| Disubstituted | I | Nomenclature |
| Disulfide | I | Peptides and Proteins |
| Disulfide Bridge | I | Peptides and Proteins |
| Divalent Anions and Cations | I | Formal Charge |
| Double Bond | I | Alkenes |
| Double Bond Equivalent (DBE) | I | Index of Unsaturation IU |
| Double-headed Arrow | I | Arrow Pushing and Mechanism |
| Double Helix | II | Nucleic Acids |
| Doublet | I | NMR Spectroscopy |
| Downfield | I | NMR Spectroscopy |
| Drug | II | Drugs, Enzymes, and Activation |
| e | I | Solvents |
| E (Ger. entgegen) | I | Stereochemistry |
| E1 Mechanism | I | Elimination |
| E1 Reaction | I | Elimination |
| E1CB Mechanism | I | Elimination |
| E2 Mechanism | I | Elimination |
| E2 Reaction | I | Elimination |
| Ea | I | Kinetics vs. Thermodynamics |
| Early Transition State | I | Kinetics vs. Thermodynamics |
| Eclipsed | I | Conformational Analysis |
| %ee (enantiomeric excess) | I | Stereochemistry |
| Election Configuration | I | Electron Configuration |
| Electron Delocalization | I | Resonance; Conjugation |
| Electron Donating Group | I | Dienes |
| Electron Pair Repulsion | I | Structure and Bonding |
| Electron-Sea (Sea of Electrons) Model | I | Special Topic |
| Electron Withdrawing Group (EWG) | I | Dienes |
| Electronegative | GEN | |
| Electronegativity | GEN | |
| Electroneutral | GEN | |
| Electrophile | I | Reactions |
| Electrophilic Addition Reaction | I | Alkenes |
| Electrophilic Aromatic Substitution | II | Reactions of Benzene |
| Electropositive | GEN | |
| Elimination Reaction | I | Eliminations |
| Emulsion | II, LAB | Fats and Lipids |
| Enamine | II | Ketones and Aldehydes |
| Enantiomeric Excess | I | Stereochemistry |
| Enantiomer | I | Stereochemistry |
| Endergonic | I | Kinetics vs. Thermodynamics |
| Endothermic | I | Kinetics vs. Thermodynamics |
| Energy Profile or Reaction Coordinate | I | Kinetics vs. Thermodynamics |
| Enol | I | Isomers, Tautomerization |
| Enolate | II | Reactions at the alpha-Carbon |
| Enolization | II | Reactions at the alpha-Carbon |
| Enone | II | Enones and Enoates |
| Enthalpy of Combustion | I | Kinetics vs. Thermodynamics |
| Enthalpy of Formation | I | Kinetics vs. Thermodynamics |
| Enthalpy of Hydrogenation | I | Kinetics vs. Thermodynamics |
| Enzyme | II | Kinetics vs. Thermodynamics |
| Epoxide | I | Alcohols, ethers epoxides |
| Equation of State | GEN | |
| Equilibrium | GEN | |
| Equilibrium Constant | GEN | |
| Equatorial | I | Conformational analysis |
| Equivalent | I | Lab |
| Ester | II | Carboxylic Acid Derivatives |
| Et- (Ethyl) | I | Nomenclature |
| Ether | I | Alcohols, Ethers, Epoxides |
| Ethyl acetate | I | Solvents |
| Ethyl ether | I | Solvents |
| Ethyne (acetylene) | I | Alkynes |
| Evaporation | GEN | Lab; aka Vaporization |
| Excess Reagent (“xs“) | I | Alkynes, Lab |
| Excited State | I | Molecular Orbital Theory |
| Exergonic | I | Kinetics vs. Thermodynamics |
| Exothermic | I | Kinetics vs. Thermodynamics |
| Expanded Octet | I | Trends in the Periodic Table |
| Extinction Coefficient | I | Spectroscopy |
| Fatty Acid | II | Fats and Lipids |
| Fingerprint Region | I | IR Spectroscopy |
| First Order Coupling | I | NMR Spectroscopy |
| First Order Splitting | I | NMR Spectroscopy |
| Fischer Esterification | II | Carboxylic Acid Derivatives |
| Fischer Projection | I,II | Sugars, Stereochemistry |
| Five Zone Analysis | II | Drug Formulation Medicinal Chem. |
| Fluorination | II | Reactions of Benzene |
| Formal Charge | I | Bonding and Hybridization |
| Fractional Distillation | LAB | |
| Fragment Ion (formerly “Daughter” ion) | I | Mass Spectrometry |
| Fragmentation | I | Mass Spectrometry |
| Free Radical | I | Radical Reactions |
| Friedel-Crafts Acylation | II | Reactions of Benzene |
| Friedel-Crafts Alkylation | II | Reactions of Benzene |
| Front-side Attack | II | |
| Fullerenes | II | Allotropes of Carbon |
| Functional Group | I | Functional Groups |
| Fused | II | Polycyclic Ring Systems |
| Gas Chromatography | LAB | Analytical Chemistry |
| Gauche | I | Conformational Analysis |
| GC | LAB | Analytical Chemistry |
| GC-MS | LAB | Analytical Chemistry |
| Geminal or (1,1) | I | Nomenclature |
| Geometric Isomer (obsolete) | I | Isomerism |
| Gibbs Free Energy | I | Kinetics vs. Thermodynamics |
| Gibbs-Helmholtz Equation | I | Kinetics vs. Thermodynamics |
| Gilman Reagent | I | Organometallics |
| Glucose | II | Sugars |
| Glutamic Acid | II | Peptides and Proteins |
| Glutamine | II | Peptides and Proteins |
| Glycerol | II | Fats and Lipids |
| Glycine | II | Peptides and Proteins |
| Glycosidic Bond | II | Sugars (Carbohydrates) |
| Grignard Reaction | II | Epoxides, Carbonyl Compounds |
| Grignard Reagent | I | Organometallic |
| Grob Fragmentation | II | Named Reactions |
| Ground State | I | Reaction Coordinate Diagrams |
| Guanine | II | Nucleic Acids |
| 1,2-hydride shift | I | Carbocations; Electorphilic Addition |
| 1H-NMR | I | NMR Spectroscopy |
| hv | GEN | Energy of a photon (Plank’s constant · wavelength) |
| H-Bond | I | Intermolecular interactions |
| Halide | I | Functional Groups |
| Haloalkane | I | Functional Groups |
| Haloarene | I | Functional Groups |
| Halogen | I | Trends in the Periodic Table |
| Halogenation | I,II | Addition, Substitution |
| Hammond Postulate | I | Transition State Theory |
| Hard/Soft Acid/Base Theory (HSAB) | I | Polar Reactions |
| Haworth Projection (pronounced “hay”+”worth”) | II | Sugars |
| Heat of Combustion | I | Kinetics vs. Thermodynamics |
| Heat of Formation | I | Kinetics vs. Thermodynamics |
| Heat of Hydrogenation | I | Kinetics vs. Thermodynamics |
| Hemiacetal (hemiketal has obsolesced from IUPAC) | II | Ketones and Aldehydes |
| Henderson-HasselBalch Equation | GEN | Acids and Bases |
| Henry’s Law | GEN | Partial Pressures |
| Hess’s Law | GEN | Heat summation |
| HETCOR | LAB | Advanced Spectroscopy |
| Heteroatom | I | Functional Groups |
| Heterocycle | I | Functional Groups |
| Heterogeneous | I | Catalysis |
| Heterolysis | I | Transition State Theory |
| Heterolytic Bond Cleavage | I | Transition State Theory |
| Highest Occupied Molecular Orbital (HOMO) | I | Molecular Orbitals |
| Histidine | II | Peptides and Proteins |
| HMQC | II | NMR (Advanced) |
| HOAc (or AcOH) acetic acid | I | Nomenclature, Solvents |
| Hofmann Degradation | II | Named Reactions, Amines |
| Hofmann Elimination | II | Named Reactions, Amines |
| Hofmann’s Rule | I | Elimination |
| HOMO-LUMO Gap | I | Molecular Orbital Theory |
| Homogeneous | I | Catalysis |
| Homolysis | I | Transition State |
| Homolytic Bond Cleavage | I | Transition State |
| Hooke’s Law | GEN | |
| Huckel’s Rule | II | Aromaticity |
| Hybrid Orbital | I | Bonding and Hybridization |
| Hydration | I | Electrophilic Addition |
| Hydride | I | Redox Reactions |
| Hydroboration | I | Electrophilic Addition |
| Hydroboration-Oxidation Reaction | I | Electrophilic Addition |
| Hydrolysis | II | Carboxylic Acid Derivatives |
| Hydronium Ion | I | Acids and Bases |
| Hydrophilic | GEN | Solvents |
| Hydrophobic | GEN | Solvents |
| Hydrophobic Effect | GEN | Solvents |
| Hygroscopic | LAB | |
| Hyperconjugation | I | Electron Delocalization |
| I or spin quantum number (±½) | I | Electron Configuration |
| Imidazole | II | Aromatics |
| Imine | II | Aldehydes and Ketones |
| Immiscible | I | Solvents |
| In silico | GEN | (In glass) |
| In situ | I | (In the reaction system) |
| In vitro | I | (In glass) |
| In vivo | I | (In a living organism) |
| Indole | II | Aromatics, Alkaloids |
| Inductive Effect | I | Electron Delocalization |
| Infrared Spectroscopy | I | IR Spectroscopy |
| Infrared Spectrum | I | IR Spectroscopy |
| Inhibitor | II | Radical Reactions |
| Initiation | I | Radical Reactions |
| Initiator | I | Radical Reactions |
| Integration | I | NMR Spectroscopy |
| Intermediate | I | Reactive Intermediates |
| Intermolecular | I | Reaction Dynamics |
| Internal alkene | I | Alkenes |
| Internal alkyne | I | Alkynes |
| Intramolecular | I | Reaction Dynamics |
| Inversion of Configuration | I | Stereochemistry |
| Iodination | I | Electrophilic Addition & Substitution |
| Iodoform Reaction | II | Ketones and Aldehydes |
| Ion | GEN | |
| Ionic Bond | GEN | Bonding and Hybridization |
| Ionization | I | |
| i-Pr | I | Nomenclature |
| Ipso and Ipso Substitution | I | Nucleophilic Aromatic Substitution |
| IR | I | IR Spectroscopy |
| Isoelectronic | I | Organometallics |
| Isoleucine | I | Peptides and Proteins |
| Isomer | I | Isomerism |
| Isomerization | I | Isomerism |
| Isotope | I | Mass Spectrometry |
| IUPAC | I | Nomenclature |
| Jahn-Teller Effect | I | Advanced Physical |
| Joule | GEN | |
| Jones Reagent | II | Redox Reactions |
| Ka | I | Acids and Bases |
| kcal / kilocalorie or Calorie | I | Equilibrium |
| kJ / kilojoule | I | Equilibrium |
| Kekule Structure | I | Representing Organic Compounds |
| Keq | I | Equilibrium |
| Keto form | I | Tautomerism/Tautomerization |
| Ketone | II | Ketones and Aldehydes |
| Ketose | II | Sugars |
| Ketoxime | II | Sugars |
| Kinetic Control | I | Kinetics vs Thermodynamics |
| l (the opposite of d) | I | Stereochemistry |
| L- (the opposite of D-) | I | Stereochemistry |
| Lactam | II | Carboxylic Acid Derivatives |
| Lactone | II | Carboxylic Acid Derivatives |
| Late Transition state | I | The Transition State |
| LDA (lithium diisopropylamide) | II | Ketones and aldehydes |
| Le Chatelier’s Principle | GEN | |
| Leaving Group | I | Substitution; Elimination |
| Leucine | II | Peptides and Proteins |
| Levorotatory | I | Stereochemistry |
| Lewis Acid-Base | I | Acids and Bases |
| Lewis Dot Structure | I | Bonding and Hybridization |
| Lewis Structure | I | Bonding and Hybridization |
| Ligand | I | Organometallics |
| Limiting Reagent | LAB | |
| Lipid | II | Fats and Lipids |
| Lipophilic | II | Fats and Lipids |
| Lipophobic | II | Fats and Lipids |
| London disperson Force | I | Intermolecular Forces |
| Lone Pair | I | Bonding and Hybridization |
| Long-Range Coupling | I | NMR Spectroscopy |
| Lowest Unoccupied Molecular Orbital (LUMO) | I | Molecular Orbitals |
| Lysine | II | Peptides and Proteins |
| mu (µ) | I | Dipole Moment |
| M | I | Mass Spectrometry |
| M+1 | I | Mass Spectrometry |
| M+2 | I | Mass Spectrometry |
| m/z | I | Mass Spectrometry |
| Main Group Elements | I | Trends in the Periodic Table |
| Major groove | II | Nucleic Acids |
| Markovnikov Addition | I | Electrophilic Addition |
| Markovnikov’s Rule | I | Electrophilic Addition |
| Mass Spectrum | I | Mass Spectrometry |
| Mass Spectrometry | I | Mass Spectrometry |
| McLafferty Rearrangement | I | Mass Spectrometry |
| mCPBA | I | Redox Reactions |
| Me- | I | Nomenclature |
| Mechanism | I | Arrow Pushing and Mechanism |
| Medicinal Chemistry | II | Medicinal Chemistry |
| Melting Point | LAB | |
| Mercaptan | I | Sulfur Compounds |
| Meso Compound | I | Stereochemistry |
| Mesomerism (see resonance) | I | Stereochemistry |
| Mesylate | I | Substitution |
| Meta | I | Reactions of Benzene |
| Meta Director | II | Reactions of Benzene |
| Metals and Metalloids | I | Transition Metals |
| Metabolism | II | Biochemistry |
| Methanesulfonate | I | Substitution |
| Methanesulfonic Acid | I | Substitution |
| Methine Group | I | NMR Spectroscopy |
| Methionine | II | Peptides and Proteins |
| Methylene group | I | NRM Spectroscopy |
| Microscopic Reversibility | I | Rxn Coord Diagrams |
| Mineral Acid | I | Acids and Bases |
| Minor Groove | II | Nucleic Acids |
| Miscible | I | Solvents |
| Moiety | I | Functional Groups |
| Mol | Gen | |
| Molar Mass | Gen | |
| Mole | Gen | |
| Molecular Formula | Gen | Alkanes |
| Molecular Ion | I | Mass Spectrometry |
| Molecular Model Kit | I | Blog |
| Molecular Sieve | LAB | |
| Molecular Weight (MW) | GEN | |
| Molozonide | I | Redox reactions |
| Molecular Orbital (MO) | I | Molecular Orbitals |
| Monosubstituted | I | Alkenes |
| Multiplet | I | NMR Spectroscopy |
| Mutarotation | II | Sugars |
| N-bromosuccinimide (NBS) | I | Electrophilic Addition, Radicals |
| N-chlorosuccinimide (NCS) | I | Electrophilic Addition |
| N-iodosuccinimide (NIS) | I | Radicals |
| n | I | Nomenclature |
| n-BuLi | I | Alkanes |
| n+1 Rule | I | NMR Spectroscopy |
| 4n Rule | II | Aromaticity |
| 4n+2 Rule | II | Aromaticity |
| NaBH4 | I | Redox Reactions |
| NaH | I | Substitution; Alcohols |
| Named Reaction | I | Named Reactions |
| Natural Product (Organic I, Intro to Synthesis) | II | Other Organic Divisions |
| Newman Projection | I | Conformational Analysis |
| Nitration | II | Reactions of Benzene |
| Nitrile | II | Carboxylic Acid Derivatives |
| Nitro Compounds | II | Reactions of Benzene |
| Nitrogen (Walden) Inversion | I | Stereochemistry |
| Nitrogen Rule | I | Mass Spectrometry |
| NMR | I | Nuclear Magnetic Resonance |
| Node | I | Atoms and Orbitals |
| Nomenclature | I | Nomenclature |
| Non-first Order Coupling | I | NMR Spectroscopy |
| Non-first Order Splitting | I | NMR Spectroscopy |
| Nonaromatic | II | Aromaticity |
| Non-bonded Electron Pair | I | Mass Spectrometry |
| Non-decoupled | II | C NMR Spectroscopy |
| Nonpolar Solvent | II | Solvents |
| Non-spontaneous Reaction | I | Kinetics vs. Thermodynamics |
| Nonsuperimposable | I | Chirality |
| Nu: | I | Reaction Mechanism |
| Nuclear Spin Flip | I | NMR Spectroscopy |
| Nucleic Acids | II | Nucleic Acids |
| Nucleophile | I | Reaction Mechanisms |
| Nucleophilic Aromatic Substitution | II | Reactions of Benzene II |
| Nucleophilicity | I | Reaction Mechanism |
| Nucleoside | II | Nucleic Acids |
| Nucleotide | II | Nucleic Acids |
| Octet Rule | I | Bonding and Hybridization |
| Olefin | I | Alkenes |
| One Equivalent | LAB | |
| One Molecule Rule | I | |
| Optical Activity | I | Chirality |
| Optically Inactive | I | Chirality |
| Organometallic Compound | I | Organotransition metal compounds |
| Organolithium Reagent | I | The strongest bases |
| Ortho | II | Reactions of Benzene |
| Ortho-Para Director | II | Reactions of Benzene |
| OMs | I | Substitution |
| OTf | I | Substitution |
| OTs | I | Substitution |
| Oxaphosphetaine | II | Ketones & Aldehydes) |
| Oxidant | I,II | Redox Reactions |
| Oxidation | I,II | Electrophilic Addition |
| Oxime | II | Ketones and Aldehydes |
| Oxonium Ion | II | Ketones and Aldehydes |
| Oxyanion | I | Substitution |
| Ozone | I | Redox Reactions |
| Ozonolysis (Harries Reaction) | I | Redox Reactions |
| Pi (p) bond | I | Bonding and Hybridization |
| pi (p) orbital | I | Bonding and Hybridization |
| pi* (p*) orbital | I | Bonding and Hybridization |
| p orbital | I | Bonding and Hybridization |
| Para | II | Reactions of Benzene |
| Paraffin | I | Alkanes |
| Pentet | I | NMR Spectroscopy |
| Peptide | II | Peptides and Proteins |
| Peptide Bond | II | Peptides and Proteins |
| Peracetic Acid | I | Redox Reactions |
| Peracid | I | Redox Reactions |
| Percent Yield | LAB | |
| Permanganate | I | Redox Reactions |
| Peroxide | I | Radical Reactions |
| pH | I | Acids and Bases |
| pKa | I | Acids and Bases |
| Pharmacology | II | Drugs and Enzymes |
| Phenol (Organic II, Reactions of Benzene) | II | Reactions of Benzene |
| Phenyl Group (Ph-) | I | Nomenclature |
| Phenylalanine | II | Peptides and Proteins |
| Phospholipid | II | Fats and Lipids |
| Phosphodiester | II | Nucleic Acids |
| Photochemistry | II | Pericyclic Reactions |
| Photolysis | II | Radical Reactions |
| Photon | Gen | |
| pi-cation interaction | II | Secondary Spatial Effects |
| pi stacking | II | Secondary Spatial Effects |
| piperidine | II | Heterocycles |
| pKa | I | Acids and Bases |
| pKb | I | Acids and Bases |
| Plane Polarized Light | I | Chirality |
| Polar Covalent Bond | I | Bonding and Hybridization |
| Polar Solvent | I | Solvents |
| Polarimetry | I | Chirality |
| Polarizability | GEN | |
| Polypeptide | II | Peptides and Proteins |
| Polysaccharide | II | Sugars |
| Potential Energy | I | Kinetics and Thermodynamics |
| ppm | I | NMR Spectroscopy |
| Pr- (propyl substituent) | I | Nomenclature |
| Precipitation | LAB | |
| Primary | I | Classifying Carbons |
| Prodrug | II | Drugs and Enzymes |
| Product | I | Mechanism |
| Proline | II | Peptides and Proteins |
| Propagation | I | Radical Reactions |
| Progargyl Position | I | Resonance |
| Protection | I | Ketones and aldehydes |
| Protecting Groups | II | Protecting Groups |
| Protein | II | Peptides and Proteins |
| Protic Solvent | I | Solvents |
| Proton | I | Atoms and Molecules |
| Proton NMR | I | NMR Spectroscopy |
| Protonate | I | Catalysis |
| p-Toluenesulfonate | I | Substitution/Elimination |
| p-TsCl | I | Substitution/Elimination |
| p-TsOH | I | Substitution/Elimination |
| Purine | II | Nucleic Acids |
| Pyran | II | Alcohols, Ethers & Epoxides |
| Pyridine | II | Aromatics |
| Pyrimidine | II | Nucleic Acids |
| Pyrrole | II | Aromatics |
| Pyrrolidine | II | Aromatics |
| Quantum Mechanics | I | Electron Configuration |
| Quantum Numbers | I | Electron Configuration |
| Quartet | I | NMR Spectroscopy |
| Quaternary Carbon | I | Classifying Carbon |
| Quaternary Structure | I | Peptides & Proteins |
| Quintet | I | NMR Spectroscopy |
| R = Universal Descriptor | I | Nomenclature |
| R Group | I | Nomenclature |
| Racemic | I | Stereochemistry |
| Racemic Mixture (or racemate) | I | Stereochemistry |
| Radical or Free Radical | I | Radicals |
| Radical Cation | I | Mass Spectrometry |
| Rate-Determining Step Or Rate-Limiting Step | I | Rxn Coord Diagrams |
| Reactant | I | Mechanism |
| Reaction Coordinate | I | Rxn Coord Diagrams |
| Reaction Mechanism | I | Mechanism |
| Reaction Product | I | Organic Reactions |
| Reactive Intermediates | I | Carbocations |
| Reactivity-Selectivity Principle | I | Kinetics & Thermodynamics |
| Rearrangement Reactions | I, II | Carbocations |
| Reducing Agent or Reductant | I | Redox Reactions |
| Reduction Reaction | I | Redox Reactions |
| Regioselectivity | I | Regiochemistry |
| Resolution | I | Separation Methods |
| Resonance | I | Resonance I |
| Resonance Contributor | I | Resonance I |
| Resonance Form (Prioritizing) | I | Resonance I |
| Retroaldol | II | Ketones & Aldehydes |
| Retro Diels-Alder | I | Dienes |
| Retrosynthesis | I | Intro to Synthesis |
| Ribonucleic Acid | II | Nucleic Acids |
| Ribose | II | Nucleic Acids |
| Ring Flip | I | Conformational Analysis |
| Ring Strain | I | Conformational Analysis |
| RNA | II | Nucleic Acids |
| sigma bond | I | Bonding and Hybridization |
| s orbital | I | Bonding and Hybridization |
| s* orbital | I | Bonding and Hybridization |
| S | I | Stereochemistry |
| s-cis | I | Dienes |
| s-BuLi | II | Carbon Bases |
| s-Trans | I | Dienes |
| Sanger’s Reagent | II | Nucleic Acid (Sequencing) |
| Saponification | II | Carboxylic Acid Derivatives |
| Saturated | I | Alkanes |
| Sawhorse Projection | I | Representing Organic Compounds |
| Saytseff’s Rule (Zaitzev) | I | Elimination |
| Schiff Base | II | Ketones and Aldehydes |
| sec-butyl group | I | Nomenclature |
| Secondary Structure | II | Peptides and Proteins |
| Serine | II | Peptides and Proteins |
| Sextet | I | NMR Spectroscopy |
| Side Chain | I | Nomenclature |
| Shielded | I | NMR Spectroscopy |
| Single bond | I | Bonding and Hybridization |
| Singlet | I | NMR Spectroscopy |
| Skeletal Formula | I | Representing Organic Compounds |
| SN1 Mechanism | I | Substitution |
| SN2 Mechanism | I | Substitution |
| Sodium Borohydride (NaBH4) | I | Redox Reactions |
| Sodium Hydride | I | Bases |
| Solubility | I | Solvents |
| Solute | I | Solvents |
| Solvent | I | Solvents |
| Solvent Cage | I | Solvents |
| Solvolysis | I | SN1 and E1 |
| sp orbital | I | Hybridization |
| sp2 orbital | I | Hybridization |
| sp3 orbital | I | Hybridization |
| Space-Filling Model | I | Representing Organic Compounds |
| Specific Rotation | I | Chirality |
| Spectrometry | I | Structural Elucidation |
| Spectroscopy | I | Structural Elucidation |
| Spin Quantum Number | I | Electron Configuration |
| Spin-Spin Coupling | I | Spectroscopy |
| Spirocyclic | II | Polycyclic rings systems |
| Splitting (of Peaks) | I | NMR Spectroscopy |
| Spontaneous Change | I | Thermodynamics |
| Squiggly Line | I | Representing organic compounds |
| Staggered | I | Newman Projections |
| Starting Material | I | Reactions |
| Stereocenter | I | Chirality |
| Stereochemistry | I | Stereochemistry |
| Stereoselective | I | Chirality |
| Stereospecific | I | Stereochemistry |
| Steric Effect | I | Stereoelectronics |
| Steric Hindrance | I | Conformational Analysis |
| Steric Number | I | Conformational Analysis |
| Steric Strain | I | Conformational Analysis |
| Steroid | II | Lipids and Fats |
| Stoichiometry | GEN | |
| Stretching Frequency | I | IR Spectroscopy |
| Sublimation | GEN | (s) à (g) |
| Substituent | I | Nomenclature |
| Substitution Reaction | I | Classes of reaction |
| Substrate | I | Mechanism |
| Sucrose | II | Sugars |
| Suicide Inhibitor | II | Drugs, Enzymes, & Kinetics |
| Sulfide | I | Functional Groups |
| Sulfonamide | II | Functional Groups |
| Sulfonate | I | Functional Groups |
| Sulfonate Anion | I | Functional Groups |
| Sulfonate Ester | I | Functional Groups |
| Sulfonation | II | Reactions of Benzene |
| Sulfone | I | Functional Groups |
| Sulfonic Acid | II | Functional Groups |
| Sulfonyl Chloride (thienyl chloride) | II | Substitution |
| Sulfoxide | I | Functional Groups |
| Superimposable | I | Chirality |
| Suspension | GEN | |
| Symmetric Stretching | I | IR spectroscopy |
| Syn | I | Modes of Addition |
| syn addition | I | Modes of Addition |
| Syn-periplanar | I | Dihedral geometry |
| Synthesis | I | Chemical Synthesis |
| t-BuLi | II | Strongest base you can buy |
| Tautomer | I | Tautomerization |
| Tautomerization | I | Tautomerization |
| t-Bu | I | Ter-butyl |
| t-BuOH | I | t-butyl alcohol |
| Terminal alkene | I | Alkenes |
| Terminal alkyne | I | Alkynes |
| Termination | I | Radical Reactions |
| Termolecular | I | Electrophilic Addition |
| Tertiary | I | Classifying carbon |
| Tetrahedral Carbon | I | Classifying carbon |
| Tetrahedral Intermediate | I | Carboxylic Acid Derivatives |
| Tetrahydrofuran (THF) | I | Solvents |
| Tetramethylsilane (TMS) | I | NMR Spectroscopy |
| Tetrasubstituted | I | Alkene stability |
| Theoretical Yield | GEN | Lab |
| Thermodynamic Control | I | Kinetics vs. Thermodynamics |
| Thioester | I | Functional Groups |
| Thioether | I | Functional Groups |
| Thiol | I | Functional Groups |
| Thiolate | I | Functional Groups |
| Thiophene | I | Heterocycles |
| Threonine | II | Peptides and Proteins |
| Thymine | II | Nucleic Acids |
| Titration | I | Acids and Bases |
| Toluene | I | Aromaticity |
| Torsional Strain | I | Conformational Analysis |
| Tosylate | I | Substitution |
| trans | I | Stereochemistry |
| Transesterification | II | Carboxylic Acid Derivatives |
| Transition Metals | II | Organometallics |
| Transition State | I | Reaction Mechanism |
| Tricyclic | I | Polycyclic compounds |
| Triflate | I | Super Leaving groups |
| Triflic Acid | I | Substitution |
| Triglyceride | II | Fats and Lipids |
| Triose | II | Sugars |
| Triple Bond | I | Alkynes |
| Triplet | I | NMR Spectroscopy |
| Triplet of doublets | I | NMR Spectroscopy |
| Trisubstituted | I | Alkenes |
| Tritium 3H | I | Mass Spectrometry |
| Tryptophan | II | Peptides and Proteins |
| Two-Dimensional NMR | II | NMR spectroscopy |
| Tyrosine | I | Peptides and Proteins |
| Unimolecular | I | Kinetics |
| Unsaturated | I | Fats and Lipids |
| Upfield | I | NMR Spectroscopy |
| Uracil | II | Nucleic Acids |
| Valence | I | Trends in the Periodic Table |
| Valence Bond Theory | I | Theory |
| Valence Electron | I | Electron Configuration |
| Valence Shell | I | Electron Configuration |
| Valine | I | Peptides and Proteins |
| Van der Waals Forces | I | Intermolecular Interactions |
| Van’t Hoff Rule | I | Stereochemistry |
| Vapor Pressure | LAB | |
| Vaporization | GEN | |
| Vicinal | I | Nomenclature |
| Vinyl group | I | Nomenclature |
| Vinylic Position | I | Nomenclature |
| Vitamin | II | Enzymes and Co-factors |
| VSEPR | GEN | |
| Walden Inversion | I | Stereochemistry |
| Watson-Crick Base Pair | II | Nucleic Acids |
| Wavenumber (cm-1) | I | IR Spectroscopy |
| Wavy Line | I | Representing Organic Compounds |
| Wedge | I | Representing Organic Compounds |
| Williamson Ether Synthesis | I | Named Reactions |
| Wittig Reaction | II | Ketones and Aldehydes |
| Wolff-Kischner Reduction | II | Redox Reactions |
| % Percent Yield | LAB | |
| Ylide (or ylid) | II | Ketones and Aldehydes |
| Z (Ger. Zussamen) | I | Stereochemistry |
| Zaitsev’s Rule | I | Elimination |
| Zig-Zag Structure (see line-angle) | I | Drawing Organic Structures |
| Zwitterion (‘w’ pronounced as ‘v’) | II | Peptides and Proteins |
Organic-ese Organic Chemistry
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