Hydration of Alkynes(Ch 9) Hydration of alkynes can either be achieved with Markovnikov (acid and mercury(II)catalyzed reaction)or anti- Markovnikov (hydroboration-oxidation)regiochemistry. Hg2+,H2S04 HO H C≡C-H C=C-H C-CHg H20 enol In both cases the enols produced rearrange to their more stable keto forms(in the hydroboration case the keto form is an aldehyde). C=C-H (1)Sia2BH H OH C=C-H -cn-8-m (2②H202 Na●H enol Chl8 Ketones and Aldehydes (landscape) Page 8Ch18 Ketones and Aldehydes (landscape) Page 8 Hydration of Alkynes (Ch 9) Hydration of alkynes can either be achieved with Markovnikov (acid and mercury (II) catalyzed reaction) or anti￾Markovnikov (hydroboration-oxidation) regiochemistry. In both cases the enols produced rearrange to their more stable keto forms (in the hydroboration case the keto form is an aldehyde). C C H Hg 2+ , H2SO4 H2O C C H enol HO H C O CH3 C C H C C H enol H OH CH2 (1) Sia2BH (2) H2O2 NaOH C O H