Practicing Success
The following is not an appropriate reaction for the preparation of t-butyl ethyl ether because: |
Sodium ethoxide is a weak base Alkyl halide is tertiary in nature Sodium ethoxide is a strong base The ether formed is very bulky |
Sodium ethoxide is a strong base |
The following is not an appropriate reaction for the preparation of t-butyl ethyl ether because sodium ethoxide is a strong base. Sodium ethoxide is a strong base and will deprotonate the tertiary carbon atom of t-butyl chloride, forming the t-butyl carbocation. The t-butyl carbocation is a very unstable carbocation and will rearrange to form the more stable isobutyl carbocation. The isobutyl carbocation will then react with the ethoxide ion to form isobutyl ethyl ether. Therefore, the correct answer is 3. Sodium ethoxide is a strong base. The other options are incorrect:
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