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Best method for preparation of CH(3)-O u...

Best method for preparation of `CH_(3)-O underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH_(3)` by williamson’s ether synthesis is

A

`CH_(3)O^(Ө)+CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-Br`

B

`CH_(3)-underset(CH_(3))underset(|)(CH)-O^(Ө)+CH_(3)-underset(CH_(3))underset(|)(CH)-Br`

C

`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-O^(Ө)+CH_(3)-Br`

D

`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-OH+CH_(3)-Br`

Text Solution

AI Generated Solution

The correct Answer is:
To prepare the ether `CH3-O-CH(CH3)2` (tert-butyl methyl ether) using Williamson's Ether Synthesis, we need to follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The ether we want to synthesize is `CH3-O-CH(CH3)2`. - This indicates that we need a methyl group (`CH3`) and a tert-butyl group (`C(CH3)3`) for the ether synthesis. 2. **Choose the Alkyl Halide**: - For the tert-butyl group, we will use tert-butyl bromide (`C(CH3)3Br`) as the alkyl halide. - The methyl group will come from methyl iodide (`CH3I`), which is a good alkyl halide for this reaction. 3. **Select the Alkoxide**: - The alkoxide we will use is derived from the alcohol corresponding to the methyl group. - We can prepare the methyl alkoxide (`CH3O-`) by deprotonating methanol (`CH3OH`) with a strong base like sodium hydride (NaH) or sodium metal (Na). 4. **Perform the Nucleophilic Substitution**: - In Williamson's Ether Synthesis, the alkoxide ion acts as a nucleophile and attacks the alkyl halide. - The nucleophilic attack occurs via an SN2 mechanism, where the alkoxide (`CH3O-`) attacks the carbon atom bonded to the bromine in tert-butyl bromide (`C(CH3)3Br`), leading to the displacement of the bromine atom. 5. **Formation of the Ether**: - The reaction will yield the desired ether: \[ CH3O- + C(CH3)3Br \rightarrow CH3O-C(CH3)3 + Br^- \] - The product formed is `CH3-O-CH(CH3)2`, which is tert-butyl methyl ether. ### Conclusion: The best method for the preparation of `CH3-O-CH(CH3)2` by Williamson’s Ether Synthesis is to use methyl iodide as the alkyl halide and tert-butyl bromide as the alkyl halide, with methyl alkoxide as the nucleophile.
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