To solve, we write down the chain of transformations:
CH4 – CH3Cl – C2H6 – C2H5Br – C2H5OH – C2H5 – O – C2H5
CH4 + Cl2 = CH3Cl + HCl – chloromethane obtained in the course of the substitution reaction;
2CH3Cl + 2Na = C2H6 + 2NaCl – ethane is released during the Wurtz reaction;
C2H5Br + KOH = C2H5OH + KBr – exchange, ethanol was formed;
С2Н5ОН + С2Н5ОН = С2Н5 – О – С2Н5 + Н2О – esterification, diethyl ether was obtained.
The decision confirms the connection of saturated hydrocarbons with alcohols, ethers. The reaction products find practical applications, for example, diethyl ether is used in medicine as an anesthetic.
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