Consider the following two anionic molecules. Which of the following statements is TRUE ?
(I)
(II)

Question

Consider the following two anionic molecules. Which of the following statements is TRUE ? (I) (II)

TestHub · Accepted Answer

Phenol (pK a ≈ 10) is a weaker acid than thiophenol (pK a ≈ 7), which means the phenoxide ion (I) is the stronger base. However, the larger, more polarizable sulfur atom in thiophenol donates its electron pair more readily, making thiophenoxide (II) the better nucleophile. Therefore, I is more basic but less nucleophilic than II.

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