COMEDK2024Evening ShiftChemistryAlcohols Phenols and EthersActual
Two statements, Assertion and Reason are given below. Choose the correct option. Assertion: n-propyl tert-butyl ether can be readily prepared in the laboratory by Williamson's synthesis. Reason: The reaction occurs by S _ N 1 attack of Primary alkoxide on Tert-alkyl halide to give good yield of the product, n-propyl tert-butyl ether.
Options
- AAssertion is incorrect but reason is correct.
- BAssertion is correct but Reason is incorrect.
- CBoth Assertion and Reason are correct but Reason is not the correct explanation for Assertion.
- DBoth Assertion and Reason are correct and Reason is the correct explanation for Assertion.
Correct answer
B. Assertion is correct but Reason is incorrect.
Step-by-step solution
Assertion is correct: n-propyl tert-butyl ether can be prepared by Williamson synthesis by reacting sodium tert-butoxide (tertiary alkoxide) with 1-bromopropane (primary alkyl halide) via S_N2 . Reason is incorrect for two reasons: Williamson synthesis proceeds via S_N2 , not S_N1 . Also, if a primary alkoxide attacks a tert-alkyl halide, the strong base would cause E2 elimination (forming isobutylene) rather than substitution, giving very poor yield of the ether. Assertion is correct but Reason is incorrect.