Question 69 of 76
Q.Write any one method of preparation for diethyl ether.
Puducherry TnboardTamil Nadu HSC (DGE) Board 2022Subjective· 3mImportance★★★★★
91% · 69/76 Questions
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Start your 14-day free trial to unlock the full solution →Diethyl ether is prepared industrially/in the lab by heating excess ethanol with concentrated sulphuric acid at about 413 K, which dehydrates two molecules of ethanol intermolecularly to give the ether.
Method: Acid-catalysed dehydration of ethanol (Williamson's continuous process).
When excess ethanol is heated with concentrated sulphuric acid at about 413 K (140 degC), two molecules of ethanol undergo intermolecular dehydration (loss of one water molecule between them) to give diethyl ether:
Mechanism (briefly):
- Concentrated protonates the oxygen of one ethanol molecule, converting it into a good leaving group (, a protonated alcohol/oxonium ion).
- A second, un-protonated ethanol molecule then acts as a nucleophile, attacking the electrophilic carbon of the protonated alcohol (or its oxygen attacking via an -type displacement of water).
- Loss of water and then loss of a proton (deprotonation of the resulting protonated ether) gives the neutral ether, , regenerating the catalyst. …
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