помогите решить цепочку

1) CH3-C≡СAg--(HCI)-->X1--(изб HBr)-->X2-->X1--(Hg)-->X3-->пропанол-2

2) этаналь--(KMnO4;KOH)-->CH3COOK--(H2SO4)-->X1--(CH3OH)-->X2--(Ca(OH)2)-->X3--(t)-->X4

1)CH3-C=-CAg + HCl=CH3-C=-CH + AgCl

CH3-C=-CH + 2HBr=CH3-CBr2-CH3

CH3-CBr2-CH3+2KOH=CH3-C=-CH+2KBr+2H2O

CH3-C=-CH+HOH(Hg2+) = CH3-CO-CH3

CH3-CO-CH3+H2=CH3-CHOH-CH3.

2)CH3-COH+2KMnO4+3KOH=CH3-COOK+2K2MnO4+2H2O

CH3-COOK+H2SO4=CH3-COOH+KHSO4

CH3-COOH+CH3OH=CH3-CO-O-CH3+H2O

2CH3-CO-O-CH3+Ca(OH)2=2(CH3COO)2Ca+ 2CH3OH

(CH3COO)2Ca(t) = CH3-CO-CH3+CaCO3.

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