In a Williamson ether synthesis, which of the following pairs of reactants will directly give ethyl phenyl ether ()?
Answer
Option 1 – and
The correct answer is Option 1 – and — Step 5: Conclude that option 1 is the correct pair.
Step-by-step solution
- Step 1: Recognise that in Williamson synthesis an alkoxide ion reacts with a primary alkyl halide via SN2.
- Step 2: Ethyl phenyl ether requires a phenoxide nucleophile and an ethyl halide electrophile.
- Step 3: Among the options, only option 1 contains (phenoxide) and (primary alkyl halide).
- Step 4: Phenyl halides (like ) are poor electrophiles for SN2; thus options 2, 3 and 4 cannot give the ether.
- Step 5: Conclude that option 1 is the correct pair.
Common mistake: Assuming phenyl halides undergo SN2 to give ethers
Concept tested: Williamson ether synthesis – choice of reactants
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