Which is correct nucleophilic strength of following nucleophile:

⊖ O H > C H_{3} C O ⊖ O > ⊖ O C H_{3} > C_{6} H_{5} ⊖ O

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C H_{3} ⊖ O > C H_{3} C O ⊖ O > C_{6} H_{5} ⊖ O > ⊖ O H

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C_{6} H_{5} ⊖ O > ⊖ O H > C H_{3} ⊖ O > C H_{3} C O ⊖ O

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C H_{3} ⊖ O > ⊖ O H > C H_{3} C O ⊖ O > C_{6} H_{5} ⊖ O

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Solution

The correct option is D $C H_{3} ⊖ O > ⊖ O H > C H_{3} C O ⊖ O > C_{6} H_{5} ⊖ O$
Since a nucleophile is a species that is donating a pair of electrons, it’s reasonable to expect that its ability to donate electrons will increase as it becomes more electron-rich.

In $C_{6} H_{5} O^{-}$ and $C H_{3} C O O^{-}$ electrons are involved in conjugation therefore not freely available. In $C_{6} H_{5} O^{-}$ electrons are more delocalized therefore it is the weakest nucleophile.

$O H^{-}$ is weaker nucleophile than $C H_{3} O^{-}$ because electron density is increased due to $+ I$ effect of methyl group in $C H_{3} O^{-}$ .

The correct nucleophilic strength should be $C H_{3} O^{-} > O H^{-} > C H_{3} C O O^{-} > C_{6} H_{5} O^{-}$

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Similar questions

Q. In the given reaction
$C_{6} H_{5} - O | | C - O | | C - C_{6} H_{5} \frac{(i) C H_{3} M g B r (e x c e s s)}{(i i i) H O H / H^{@}} P r o d u c t$

Product will be:

$(a) C_{6} H_{5} C - O H | C | C H_{3} - O H | C | C H_{3} - C_{6} H_{5}$

$(b) C_{6} H_{5} C - O H | C | C H_{3} - O | C - C_{6} H_{5}$
$(c) C_{6} H_{5} - C O O H$
$(d) C_{6} H_{5} - C H O H - C H O H - C_{6} H_{5}$

Q. consider the following species, when attached to sp

^{3}

hybridized carbon, their leaving group ability in nucleophilic substitution reactions decreases in the order.

(I)

C F_{3} - O | | S | | O - O^{⊖}

(II)

C_{6} H_{5} - O | | S | | O - O^{⊖}

(III)

C_{6} H_{5} - O^{⊖}

(IV)

C H_{3} - O | | C - O^{⊖}

Q. Arrange the following compounds in decreasing order of reactivity towards nucleophilic addition reaction.

C H_{3} - O | | C I - C H_{3}

C H_{3} - O | | C I I - C l

C H_{3} - O | | C I I I - N H_{2}

C H_{3} - O | | C I V - O H

C H_{3} - O | | C - O V - O | | C - C H_{3}

Identify (W)

Which of the following is not correct?

$O r d e r o f b a s i c i t y O r d e r o f n u c l e o p h i l i c i t y (a) F^{-} > C l^{-} > B r^{-} B r_{-} > C l^{-} > F^{-} (b) H - O - O^{-} > O H^{-} H - O - O^{-} > O H^{-} (c) C H_{3} > N H_{2}^{-} > O H - C H_{3} > N H_{2}^{-} > O H^{-} (d) H_{2} O > H_{2} S H_{2} O < H_{2} S$

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