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Chemistry LibreTexts

2: Properties and Reactions of Alkanes

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  • Chapter 3: Reactions of Alkanes 

    Strength of Alkane Bonds and Radicals 
    Structure of Alkyl Radicals and Hyperconjugation
    Chlorination of Methane and the Radical Chain Mechanism
    Other Radical Halogenations of Methane 
    Chlorination of Higher Alkanes 
    Selectivity in Radical Halogenation with Fluorine and Bromine
    Synthetic Radical Halogenation 
    Combustion and the Relative Stabilities of Alkanes

    Chapter 4: Cycloalkanes 

    Naming Cycloalkanes 
    Physical Properties of Cycloalkanes
    Ring Strain and the Structure of Cycloalkanes 
    Substituted Cyclohexanes 
    Larger Cycloalkanes 
    Polycyclic Alkanes


    Chapter 6: Properties and Reactions of Haloalkanes

    Physical Properties of Haloalkanes 
    Nucleophilic Substitution
    Using Electron-Pushing Arrows
    Kinetics of Nucleophilic Substitution Reactions
    SN2 Reactions-The Leaving Group
    SN2 Reactions-The Nucleophile
    SN2 Reactions-The Substrate 

    Solvolysis of Secondary and Tertiary Haloalkanes 
    Unimolecular Nucleophilic Substitution 
    Stereochemical Consequences of SN1 Reactions 
    Effects of Solvent, Leaving Group, and Nucleophile on Unimolecular Substitution 
    Effect of the Alkyl Group on the SN1 Reaction-Carbocation Stability 
    Unimolecular Elimination-E1
    Unimolecular Elimination-E2
    Competition Between Substitution and Elimination-Structure Determines Function