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Organic Chemistry Main Menu Lecture 1: Introduction to Molecular Orbitals Lecture 10: Intermolecular Forces and Intro to Reactivity Lecture 11: Alkenes as Nucleophiles I Lectures 12 and 13: Alkenes II & III Lecture 14: Benzenes as Nucleophiles I Lecture 15 objectives and skills Lecture 2: Molecular Orbitals in Organic Structures Lecture 3: Molecular Orbitals and Resonance Lecture 4: Molecular Orbitals and Aromaticity Lecture 5: Nomenclature and IR Spectroscopy Lecture 6: Stereochemistry I Lecture 7: Stereochemistry II Lecture 8: Newman and Fisher Projections Lecture 9: Conformations and Cyclohexane Rings

SOLUTION E18.1b 1

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SOLUTION E18.1b
The second reaction is faster. The substrate is the same, but the leaving group is not. When alcohols are put in acidic solutions, the OH can be protonated to make a better leaving group (R-OH₂⁺ vs R-OH). In both S_N1 and S_N2 reactions, the type of leaving group affects the activation energy.

The rates are the same. The substrates, leaving group, and nucleophile are the same. The concentration of nucleophile is greater in the second reaction, but nucleophile concentration is not included in rate equation for S_N1 reactions - the rate is only dependent on the concentration of the alkyl halide in S_N1 reactions.