Identify the product of the following reaction
Answer & explanation
Correct answer: option 3
The correct answer is Option (3) →
Tertiary alkyl halides react with strong bases like ethoxide ion via elimination (E2) rather than substitution due to steric hindrance.
Detailed Explanation
Option 1: $CH_3CH_2O-C(CH_3)_3$
Ether formation would require SN2 substitution. However, tert-butyl bromide is highly hindered, making SN2 substitution difficult.
Option 2: $H_2C=CH_2$
Formation of ethene would require elimination from ethyl group, which is not present as substrate.
Option 3: $(CH_3)_2C=CH_2$
Ethoxide ion acts as a strong base and removes a ẞ-hydrogen from tert-butyl bromide leading to elimination via E2 mechanism.
Product formed is isobutene (2-methylpropene).
Option 4: $CH_3CH_2Br$
This would require substitution at ethoxide ion, which does not occur.