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Organic ChemistryMain MenuLecture 1: Introduction to Molecular OrbitalsLecture 10: Intermolecular Forces and Intro to ReactivityLecture 11: Alkenes as Nucleophiles ILectures 12 and 13: Alkenes II & IIILecture 14: Benzenes as Nucleophiles ILecture 15 objectives and skillsLecture 2: Molecular Orbitals in Organic StructuresLecture 3: Molecular Orbitals and ResonanceLecture 4: Molecular Orbitals and AromaticityLecture 5: Nomenclature and IR SpectroscopyLecture 6: Stereochemistry ILecture 7: Stereochemistry IILecture 8: Newman and Fisher ProjectionsLecture 9: Conformations and Cyclohexane RingsJulio Terra2fb22914f73f9e5a767bf7fb83987dca0e153e4a
Methanol (CH3OH) is a weak nucleophile and base. In the top reaction, SN2 mechanism is favoured with a primary substrate. The weak base reduces the rate of the reaction for SN2. The bottom reaction could go SN2 (primary substrate) or SN1, due to the resonance stabilized primary carbocation. Due to the weak nucleophile, SN1 is probably favoured in this case. Since the strength of the nucleophile does not affect the rate of SN1, the bottom reaction likely proceeds faster than the top.
