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Nucleophile

The decreasin...

Question

The decreasing basic character of the following is:
(I) $P h O^{⊖}$ (II) $C H_{3} S^{⊖}$ (III) $⊖ O H$ (IV) $M e O^{⊖}$

A

I > I I > I I I > I V

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B

I I I > I V > I I > I

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C

I V > I I I > I I > I

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D

I > I I > I V > I I I

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Solution

The correct option is B $I I I > I V > I I > I$
The increasing acidic character is $P h O H > C H_{3} S H > M e O H > H_{2} O$ .
Phenols are most acidic (due to resonance stabilization in phenoxide ion) and water is least acidic.
The decreasing basic character is $P h O^{⊖} < C H_{3} S^{⊖} < M e O^{⊖} < ⊖ O H$ . As the acidic character increases, the basic character of conjugate base decreases. Since phenols are most acidic, phenoxide ions are least basic.

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