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11 Nov 2019
Please answer both, will give you a thumbs up if you do!
CH3 1. Hg(OAch, HO CH HO CH3 2. NaBH, CH3 H3C Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H ads to the s carbon with the most hydrogens to yield the most stable carbocation intermodiate, which then adds water to give the product alcohol. 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 (I) acetate in aqueous THF and then subsequently reduced with sodium borohydride. This reaction proceeds through a cyclic mercurinium ion intermediate which cannot rearrange. Water adds to the cyclic intermediate at the mest substituted carbon to give an organomercury alcohol. The reduction step with sodium borohydride is complex and involves radicals Draw curved arrows to show the movement of electrons in this step of the mechanism -pushing Instructions OAc Hg AcOHg OH2 H3 CHa H3C CH3 H3C Cengage Learning 1 Cenpage Techaical Support p \ 0æåº@ MacBook A
Please answer both, will give you a thumbs up if you do!
CH3 1. Hg(OAch, HO CH HO CH3 2. NaBH, CH3 H3C Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H ads to the s carbon with the most hydrogens to yield the most stable carbocation intermodiate, which then adds water to give the product alcohol. 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 (I) acetate in aqueous THF and then subsequently reduced with sodium borohydride. This reaction proceeds through a cyclic mercurinium ion intermediate which cannot rearrange. Water adds to the cyclic intermediate at the mest substituted carbon to give an organomercury alcohol. The reduction step with sodium borohydride is complex and involves radicals Draw curved arrows to show the movement of electrons in this step of the mechanism -pushing Instructions OAc Hg AcOHg OH2 H3 CHa H3C CH3 H3C Cengage Learning 1 Cenpage Techaical Support p \ 0æåº@ MacBook A
Elin HesselLv2
29 May 2019