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Chemistry

How are the following conversions carried out:

(i) Ethyl chloride to Ethyl alcohol.

(ii) Ethyl chloride to Ethene.

(iii) Ethene to Ethyl alcohol.

(iv) Ethyl alcohol to Ethene.

Organic Chemistry

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Answer

(i) By boiling ethyl chloride with aqueous NaOH.

C2H5-Cl Chloroethane [ethyl chloride]+NaOH [aq.]boilC2H5OH Ethanol [ethyl alcohol]+NaCl\underset{\text{ Chloroethane [ethyl chloride]}}{\text{C}2\text{H}5\text{-Cl}} + \text{NaOH [aq.]} \xrightarrow{\text{boil}} \underset{\text{ Ethanol [ethyl alcohol]}}{\text{C}2\text{H}5\text{OH}} + \text{NaCl}

(ii) By boiling ethyl chloride with alcoholic KOH.

C2H5-Cl Chloroethane [ethyl chloride]+KOH [aq.] alcoholic KOHboilC2H4 Ethene [ethylene]+KCl+H2O\underset{\text{ Chloroethane [ethyl chloride]}}{\text{C}2\text{H}5\text{-Cl}} + \underset{\text{ alcoholic KOH}}{\text{KOH [aq.]}} \xrightarrow{\text{boil}} \underset{\text{ Ethene [ethylene]} }{\text{C}2\text{H}4} + \text{KCl} +\text{H}_2\text{O}

(iii) Ethene is absorbed in conc. sulphuric acid at 80 °C under 30 atmos. to give ethyl hydrogen sulphate, which on hydrolysis with steam gives ethanol.

C2H4 Ethene+H2SO4conc.80°C30 atmos.C2H5-HSO4 Ethyl hydrogen sulphate\underset{\text{ Ethene} }{\text{C}2\text{H}4} + \underset{\text{conc.}}{\text{H}2\text{SO}4} \underset{30 \text{ atmos.}}{\xrightarrow{80 \degree \text{C}}} \underset{\text{ Ethyl hydrogen sulphate} }{\text{C}2\text{H}5\text{-HSO}_4}

C2H5-HSO4 Ethyl hydrogen sulphate +H2OsteamC2H5-OH Ethanol [ethyl alcohol]+H2SO4\underset{\text{ Ethyl hydrogen sulphate }}{\text{C}2\text{H}5\text{-HSO}4} + \underset{\text{steam}}{\text{H}2\text{O}} \longrightarrow \underset{ \text{ Ethanol [ethyl alcohol]} }{\text{C}2\text{H}5\text{-OH}} + \text{H}2\text{SO}4

(iv) By heating ethyl alcohol with concentrated H2SO4 at 170°C.

C2H5OH ethyl alcohol170°CConc. H2SO4[excess]C2H4ethene+H2O\underset{\text{ ethyl alcohol}}{\text{C}2\text{H}5\text{OH}} \xrightarrow[170\degree\text{C}]{\text{Conc. H}2\text{SO}4\text{[excess]}} \underset{ \text{ethene}}{\text{C}2\text{H}4} + \text{H}_2\text{O}\

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