Suggest a route to prepare ethyl hydrogen sulphate $(C H_{3} - C H_{2} - O S O_{2} - O H)$ starting from ethanol $(C_{2} H_{5} O H)$ .

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Solution

Preparation of ethyl hydrogen sulphate $[C H_{3} C H_{2} - O S O_{2} - O H]$ starting ethanol.
Step 1: Protonation of alcohol and formation of carbocation
$H_{2} S O_{4} \to H^{+} +^{-} O S O_{2} O H$
$C H_{3} - C H_{2} - O - H + H^{+} \to C H_{3} - C H_{2} -^{+} O H_{2}$
$C H_{3} - C H_{2} -^{+} O H_{2} \to^{+} O H_{2} \to C H_{3} -^{+} C H_{2} + H_{2} O$
Step 2 : Attack of nucleophile
$H O - S O_{2} - O^{-} +^{+} C H_{2} - C H_{3} \to C H_{3} - C H_{2} - O - S O_{2} - O H$

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Similar questions

Q. Examine the given structural formula and select the esters. You may also identify the chemical required for their preparation.
1.

C H_{3} - C H_{2} - C O O - C H_{3}

C H_{3} - C H_{2} - C O O H

C H_{3} - C H_{2} - C O - C H_{3}

C H_{3} - O H

C H_{3} - C H_{2} - C H_{2} O H

C H_{3} - C O O H

C H_{3} - C O O - C H_{2} - C H_{2} - C H_{3}

Q. Identify the type of the following reaction of carbon compounds.
a. CH₃ -CH₂ -CH₂-OH → CH₃ -CH₂ -COOH
b. CH₃ -CH₂ -CH₃ → 3CO₂ + 4H₂O
c. CH₃ -CH = CH -CH₃ + Br₂ → CH₃ -CHBr - CHBr -CH₃
d. CH₃ -CH₃ + Cl₂→ CH₃ -CH₂ -Cl + HCl
e. CH₃-CH₂ -CH₂ -CH₂ -OH → CH₃ -CH₂ -CH=CH₂ + H₂O
f. CH₃-CH₂ -COOH + NaOH → CH₃ -CH₂ -COO - Na⁺ + H₂O
g. CH₃ -COOH + CH₃ -OH → CH₃ -COO- CH₃ + H₂O

Q. The order of reactivity of following alcohols with halogen acids is:

(A)

C H_{3} C H_{2} - C H_{2} - O H

(B)

C H_{3} - C H_{2} - C | C H_{3} H - O H

(C)

C H_{3} - C H_{2} - C H_{3} | C | C H_{3} - O H

Name the functional groups present in the following compounds: [5 MARKS]

1. ${CH}_{3} - {CH}_{2} - {CH}_{2} - OH$
2. ${CH}_{3} - {CH}_{2} - {CH}_{2} - COOH$
3. ${CH}_{3} - {CH}_{2} - CHO$
4. ${CH}_{3} - CO - {CH}_{2} - {CH}_{3}$
5. ${CH}_{3} - {CH}_{2} - CO-OH$

Q. What is the decreasing order of strength of the bases

O H^{-}, N H_{2}^{-}, H C \equiv C^{⊝}

and

C H_{3} - C H_{2}^{⊝}

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Suggest a route to prepare ethyl hydrogen sulphate (CH3−CH2−OSO2−OH) starting from ethanol (C2H5OH) .

Suggest a route to prepare ethyl hydrogen sulphate $(C H_{3} - C H_{2} - O S O_{2} - O H)$ starting from ethanol $(C_{2} H_{5} O H)$ .