Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Select the appropriate reagent for the synthesis of tert-Butyl ethyl ether

Options:

Tert-butyl bromide and sodium ethoxide.

Butyl bromide and sodium tert-butoxide.

Propyl bromide and sodium tert-propoxide.

Ethy Ibromide and sodium tert-butoxide.

Correct Answer:

Ethy Ibromide and sodium tert-butoxide.

Explanation:

The correct answer is Option (4) → Ethy Ibromide and sodium tert-butoxide.

To synthesize tert-butyl ethyl ether, we need to use the Williamson ether synthesis:

$R-X + R'-O^- \rightarrow R-O-R' + X^-$

  • To avoid elimination, the alkyl halide should be primary (or methyl), and the alkoxide can be bulky.
  • tert-Butyl bromide is tertiary, prone to elimination if used as the halide.
  • Use primary halide (ethyl bromide) and tert-butoxide ion to get tert-butyl ethyl ether.

✅ Correct combination: Ethyl bromide + sodium tert-butoxide