How many of the following ethers CANNOT be prepared by Williamson's synthesis? CH 3 OCH 2 CH 3, C 6 H 5 OCH 3,( C 6 H 5)2 O , ( CH 3)3 COCH 3,( C 2 H 5)2 O ,( CH 3)3 C - O - C ( CH 3)3

Question

How many of the following ethers CANNOT be prepared by Williamson's synthesis? CH 3 OCH 2 CH 3, C 6 H 5 OCH 3,( C 6 H 5)2 O , ( CH 3)3 COCH 3,( C 2 H 5)2 O ,( CH 3)3 C - O - C ( CH 3)3 (A)  (B)  (C)  (D)

Tardigrade Admin · Accepted Answer

In Williamson's synthesis, i. 1° alkyl halide and 3° alkoxide give best yield of corresponding ethers. ii. In case of, 3° alkyl halide, elimination competes over substitution and alkene is obtained as a product. iii. Aryl halides do not undergo nucleophilic substitution unless it is activated by the presence of electron withdrawing group. Thus, ( C 6 H 5)2 O and ( CH 3)3 C - O - C ( CH 3)3 cannot be prepared by Williamson's synthesis.

Q. How many of the following ethers CANNOT be prepared by Williamson's synthesis? CH3​OCH2​CH3​,C6​H5​OCH3​,(C6​H5​)2​O,(CH3​)3​COCH3​,(C2​H5​)2​O,(CH3​)3​C−O−C(CH3​)3​

Q. How many of the following ethers CANNOT be prepared by Williamson's synthesis?
$C H_{3} OC H_{2} C H_{3}, C_{6} H_{5} OC H_{3}, (C_{6} H_{5})_{2} O, (C H_{3})_{3} COC H_{3}, (C_{2} H_{5})_{2} O, (C H_{3})_{3} C - O - C (C H_{3})_{3}$