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Brosylate 45 2-Methylenecyclohexyl Brosylate 47 Stability of Solvolysis Products 47 Acetolysis of cis-Pinocarvyl Brosylate 48 Solvolysis of Saturated Brosylates 48 Alkaline Methanolysis 48 Isopinocamphyl Brosylate 48 trans-2-Methylcyclohexyl Brosylate 50 Solvolysis of Unsaturated p-Nitrobenzoates Alkaline Methanolysis of cis-Pinocarvyl, trans-Pinocarvyl, and 2-Methylenecyclohexyl p-Nitrobenzoate Attempted Hydrolysis of cis-Pinocarvyl, trans-Pinocarvyl, and 2-Methylenecyclohexyl p-Nitrobenzoate DISCUSSION cis-Pinocarvyl Brosylate Solvolysis Mechanisms Carbon-Oxygen Cleavage and Allylic Rearrangement Lyate Ion Effect Salt Effect Solvent Effect Proposed Solvolysis Mechanisms Effect of cis-Pinocarvyl Structure on-Mechanism and Rate of Brosylate Solvolysis Effect of the Isopropylidene Bridge 62 Effect of Unsaturation 65 Effect of Leaving Group on Mechanism of Solvolysis of cis-Pinocarvyl and Related Esters Alkaline Methanolysis of Unsaturated p-Nitrobenzoates Hydrolysis of Unsaturated p-Nitrobenzoates