02. The transformation in the bottom reaction (i.e., 3 to 4) involves an interesting but common...
2. Provide a mechanism for the following remarkable transformation. Use arrows to show the flow of electrons and indicate all formal charges. Note that the rate of this reaction is several thousand times faster than the rate of substitution of hydroxide ion on 3-chloropentane under similar conditions. HINT: The first step of the mechanism is an intramolecular Sn2 reaction in which a ring forms, and the second step involves a subsequent intermolecular Sn2 reaction in which hydroxide ion is the...
On standing, 2-bromo-3-methylbutane is converted into 2-bromo-2-methytbutane. Propose a curved-arrow mechanism for this transformation. The reaction of butylamine, CH_3(CH_2)NH_2, with 1-bromoethane in 60% aqueous ethanol follows the rate law Rate = k[butylamine][1-bromobutane] The product of the reaction is (CH_3CH_2CH_2CH_2)_2NH_2-Br^-. The following very similar reaction, however, has a first order rate law: Give a mechanism for each reaction that is consistent with its rate law and with other facts about nucleophilic substitution reactions. Use the curved-arrow formalism.