Arrange the following in decreasing order of their nucleophilicity. CH₃CH₂CH₂Li, CF₃CH₂CH₂O−, CH₃CH₂CH₂O−, CH₃CH₂CH₂S− A) CH₃CH₂CH₂Li CH₃CH₂CH₂S− CH₃CH₂CH₂O− CF₃CH₂CH₂O− B) CH₃CH₂CH₂S− CH₃CH₂CH₂O− CF₃CH₂CH₂O− CH₃CH₂CH₂Li C) CH₃CH₂CH₂Li CF₃CH₂CH₂O− CH₃CH₂CH₂O− CH₃CH₂CH₂S− D) CF₃CH₂CH₂O− CH₃CH₂CH₂O− CH₃CH₂CH₂S− CH₃CH₂CH₂Li

Question

Arrange the following in decreasing order of their nucleophilicity. CH₃CH₂CH₂Li, CF₃CH₂CH₂O−, CH₃CH₂CH₂O−, CH₃CH₂CH₂S− A) CH₃CH₂CH₂Li > CH₃CH₂CH₂S− > CH₃CH₂CH₂O− > CF₃CH₂CH₂O− B) CH₃CH₂CH₂S− > CH₃CH₂CH₂O− > CF₃CH₂CH₂O− > CH₃CH₂CH₂Li C) CH₃CH₂CH₂Li > CF₃CH₂CH₂O− > CH₃CH₂CH₂O− > CH₃CH₂CH₂S− D) CF₃CH₂CH₂O− > CH₃CH₂CH₂O− > CH₃CH₂CH₂S− > CH₃CH₂CH₂Li

Quizplus · Accepted Answer

The nucleophilicity order is determined by the basicity and the ability to donate electrons. Organolithium compounds like CH₃CH₂CH₂Li are highly nucleophilic due to the strong C-Li bond. Sulfur anions (CH₃CH₂CH₂S⁻) are more nucleophilic than oxygen anions (CH₃CH₂CH₂O⁻) due to the larger size and polarizability of sulfur. The presence of an electron-withdrawing group like CF₃ decreases nucleophilicity, making CF₃CH₂CH₂O⁻ the least nucleophilic.

Arrange the Following in Decreasing Order of Their Nucleophilicity