The following is not an appropriate reaction for the preparation of t-butyl ethyl ether because:
Answer & explanation
Correct answer: option 3
The correct answer is option 3. 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:
- Alkyl halides can be primary, secondary, or tertiary in nature. The nature of the alkyl halide does not affect the outcome of the reaction.
- The ether formed is not very bulky. t-Butyl ethyl ether is a relatively small ether