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Hydrocarbons — Chemistry STD 11 Science — Question

Gujarat BoardEnglish MediumSTD 11 ScienceChemistryHydrocarbons2 Marks
Question
Suggest a route to prepare ethyl hydrogensulphate $(\text{CH}_3 – \text{CH}_2 – \text{OSO}_2 – \text{OH})$ starting from ethanol $(\text{C}_2\text{H}_5\text{OH})$.
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Answer

Preparation of ethyl hydrogen sulphate $[\text{CH}_3\text{CH} - \text{OSO}_2 - \text{OH}]$ starting from ethanol.
Step 1: Protonation of alcohol and formation of carbocation,
$\text{H}_2\text{SO}_4\rightarrow\text{H}^++\ ^-\text{OSO}_2\text{OH}$
$\text{CH}_3-\text{CH}_2-\text{O}-\text{H}+\text{H}^+\rightarrow\text{CH}_3-\text{CH}_2-\ ^+\text{OH}_2$
$\text{CH}_3-\text{CH}_2-\ ^+\text{OH}_2\rightarrow\text{CH}_3-\ ^+\text{CH}_2+\text{H}_2\text{O}$
Step 2: Attack of nucleophile,
$\text{HO}-\text{SO}_2-\text{O}^-+\ ^+\text{CH}_2-\text{CH}_3\rightarrow\text{CH}_3-\text{CH}_2-\text{O}-\text{SO}_2-\text{OH}$

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