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Unformatted text preview: d) Provide a step-by-step mechanism for the formation of "A" from 2-methylpropene (6 points) O C CH 3 CH 3 CH 3 H 3 C F B F F F The anionic counterion, BF4-, cannot readily act as a nucelophile (neither B nor F can accomodate an additional bond), thus, only methanol is likely to attack the intermediate carbocation in the reaction. If, for example, H-Br had been used to protonate the alkene at least some of the Br-anions could compete with methanol for reaction with the carbocation. C CH 2 H 3 C H 3 C H BF 4 C CH 3 H 3 C H 3 C H O CH 3 H 3 C C CH 3 O CH 3 H H 3 C H 3 C C CH 3 O CH 3 H 3 C...
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- Fall '08