1: Hg(OAc)2 / 43 h / 210 °C / in a sealed tube 2: silver(I) oxide / aq. ethanol / 0.33 h 3: hydrogen / platinum oxide / methanol / 0.5 h / 760 Torr / Ambient temperature 4: 1.) KOH / 1.) EtOH, 43 h reflux; 2.) 10 h room temperature 5: 38 percent / diethyl ether / 0.67 h View Scheme

1: Hg(OAc)2 / 43 h / 210 °C / in a sealed tube 2: silver(I) oxide / aq. ethanol / 0.33 h 3: hydrogen / platinum oxide / methanol / 0.5 h / 760 Torr / Ambient temperature 4: 1.) KOH / 1.) EtOH, 43 h reflux; 2.) 10 h room temperature View Scheme

sodium hydroxide in ethanol T=0°C; 1 h; Yield given;

Jones oxidant in acetone T=0°C; 0.416667 h;

1: Hg(OAc)2 / 43 h / 210 °C / in a sealed tube 2: silver(I) oxide / aq. ethanol / 0.33 h View Scheme

mercury(II) diacetate Yield given;