Organic Chemistry 1

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Alkanes and Cycloalkanes

Welcome to organic chemistry! Start here with a deep dive into basic hydrocarbons: nomenclature, structure conventions, properties, and isomers. Work towards a deep understanding of the principles and skills that you will draw upon for the entire course.

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Nomenclature and PropertiesFree

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Isomers of Alkanes

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Sources and Uses of Alkanes

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Newman Projections

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Ethane, Butane, and Propane

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Cycloalkanes and Cyclohexane

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Polycyclic Systems

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Stereoisomerism

Gain an understanding of the variation in spatial orientation of molecules. Build your visual-spatial intelligence through different projections and modeling conventions for organic chemicals. Explore an amazing world in which one small difference can make a chemical turn from a medicine to a toxin!

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Isomerism and Stereoisomerism

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Cahn-Ingold-Prelog System

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Optical Activity

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Enantiomers and Diastereomers

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Symmetry and Chirality

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Fischer Projections

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Conformationally Mobile Systems

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Chemical Reactivity and Mechanisms

Discover the basic principles that explain why reactions occur between organic compounds. Learn how to predict and depict basic patterns in chemical reactivity and why organic chemists obsess about arrows!

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Energy Diagrams

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Nucleophiles and Electrophiles

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Mechanisms and Arrows

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Carbocations

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Radical Reactions

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Acids and Bases

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Substitution Reactions

Dive deeper into reactions to specifically replace functional groups on an organic structure. Learn the key differences between Sn1 and Sn2 reactions and appropriately choose reactants, conditions, and catalysts to ensure the synthesis of a targeted product.

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Alkyl Halides and Organohalides

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Sn1 Reactions

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Sn2 Reactions

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Functional Group Transformations

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Elimination Reactions of Alkenes

Explore an unsaturated hydrocarbon: the alkene. Learn about this class of compounds, nomenclature rules, properties, and how to synthesize them. Dig deeper to understand the reaction mechanisms underlying their synthesis and compare different routes to create them.

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Elimination Reactions and Alkenes

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Stereoisomerism and Stability

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The E2 Mechanism

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The E1 Mechanism

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Substitution Versus Elimination

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Addition Reactions of Alkenes

With the new type of hydrocarbon, predict expected product outcomes when reacting alkenes in a variety of different types of reactions. Explore various methods that make alkenes excellent stepping stones to produce more complex structures.

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Addition Versus Elimination

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Hydrohalogenation

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Acid-Catalyzed Hydration

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Oxymercuration-Demercuration

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Hydroboration Oxidation

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Catalytic Hydrogenation

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Halogenation and Halohydrin Formation

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Anti and Syn Dihydroxylation

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Oxidative Cleavage

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Products of Addition Reactions

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Synthesis Strategies

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Alkynes

An even greater degree of unsaturated hydrocarbon emerges: the alkyne. Learn about this classification of compound, nomenclature rules, properties, and how to synthesize them. Dig deeper to understand the reaction mechanisms underlying their use in synthesis, and ultimately learn why they hold a unique place in organic chemistry.

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Nomenclature and Properties

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Acidity of Acetylene and Alkynes

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Preparation and Reduction

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Hydrohalogenation

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Hydration

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Halogenation and Ozonolysis

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Alkylation of Terminal Alkynes

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Synthesis Strategies

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Radical Reactions

Continue your investigations by learning about radicals, a key reactive group in organic chemistry. Investigate the mechanisms underlying radical reactions and how the intermediates are key to explaining why specific products are formed. Get a grip on these useful molecular tools for use in larger mechanisms later in the course!

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Structure and Properties

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Patterns in Radical Mechanisms

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Chlorination

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Halogenation Reactions

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Allylic Bromination

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Anti-Markovnikov Addition

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Radical Polymerization

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Synthesis

Build upon your previous practice reactions with syntheses of various compounds given certain reactants. Keep in mind the different properties of compounds, reaction mechanisms that occur, and the effect of specific catalysts or conditions. Also develop your skills in retrosynthetic analysis to reverse engineer a product and determine how it can synthesized.

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Single and Multi-Step Syntheses

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Reactions and Carbon Skeletons

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Retrosynthetic Analysis

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Infrared Spectroscopy and Mass Spectrometry

Utilize infrared spectroscopy and mass spectrometry to help characterize the structure of compounds. Examine various spectra to identify common patterns associated with different groups and apply them to unknown compounds.

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IR Spectroscopy

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Signal Characteristics

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Analyzing IR Spectra

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Mass Spectrometry

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Analyzing Peaks and Fragments

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Applications of Mass Spectrometry

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Nuclear Magnetic Resonance Spectroscopy

Building off of the electronic signature of the hydrogen and carbon nuclei, utilize this powerful technique to map the structure of a compound just by its fingerprint. Learn how to read and interpret NMR data to pinpoint stuctural groups, their relative locations, and the overall identity of a molecule.

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NMR Spectra and Characteristics

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Signals and Chemical Shift

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Integration and Multiplicity

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NMR and Compounds

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Acquiring and Analyzing NMR Spectra

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Conjugated Pi Systems and Pericyclic Reactions

Discover the unique properties and chemical reactivty of alkenes and alkynes when they are conjugated. Develop skills in using spectroscopy to identify conjugated pi systems and predicting the products of their reactions using mechanistic thinking.

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Classes and Conjugations

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Molecular Orbital Theory

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Electrophilic Addition

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Thermodynamic Versus Kinetic Control

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Pericyclic, Electrocyclic, and Diels-Alder Reactions

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Cycloadditions and Sigmatropic Rearrangements

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UV-VIS Spectroscopy

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Aromatic Compounds

Circle around and let us discover the last major compound classification in organic chemistry I, which is really just a variation of a cyclic alkene. Learn the rules on how to sniff out this class of important compound and the electronic underpinnings for their unique properties. Develop skills in naming bezene derivatives and learning reactions specific for aromatic compounds.

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Nomenclature, Structure, and Stability of Benzene

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Other Aromatic Compounds

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Reactions at the Benzylic Position

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Reduction of Aromatic Moiety

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Spectroscopy of Aromatic Compounds

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Aromatic Substitution Reactions

Building on aromatic compounds and their unique electronic arrangment, learn how they can be used to synthesize unique compounds with various functional groups or serve as a reaction intermediate for a greater purpose! Master the mechanisms before you jump into organic chemistry II, if you dare.

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Halogenation, Sulfonation, and Nitration

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Friedel-Crafts Alkylation and Acylation

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Activating and Deactivating Groups

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Substituents

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Synthesis Strategies

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Substitution and Elimination-Addition

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