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MECHANISM AND REACTIVITY
Energies of Transition States
Factors Affecting Reactivity
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acetic acetone acid addition alkyl group allyl Amer anion aqueous aromatic attack base benzene bond bromide butadiene carbanion carbon atom carbonium ion carbonyl catalysis cation Chapter Chem chemistry chloride compounds concerted conjugate correlation cycloaddition cyclobutene cyclopropane derivatives deuterium dissociation ElcB electrons electrophilic elimination reactions energy equation equilibrium ester ethanol example exchange factor favoured Figure formation formed free-energy free-energy relationships free-radical ground-state H. C. Brown halides hydrogen hydrogen-bonding hydrolysis increase interactions intermediate involved iodide ion-pair ionization isotope effect kcal kcal mole"1 kinetic leaving group mechanism MeOH methyl methylene molecule non-bonded nucleophilic observed occur olefin orbital oxygen pathway phenyl polar possible proton proton-transfer racemization radical rate constant rate-determining ratio reactants reaction rate reactivity reacts reagent rearrangement relative ring shown SN2 reactions solution solvation solvolysis stability step stereochemical steric effects strain structure studied substituent substitution substrate t-butyl Tetrahedron Letters tosylate transition-state Winstein