H CH3 1. LDA 2. CHal НН H3C CN H3C CN Monocarbonyl compounds can be alkylated...
2 problems 1. Hg(OAC)2, H20 2. NaBHg CH3 H3C H₃C Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic add carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the produc Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water. To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can instead be treated with mercury...