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Can we use nucleophiles such as NH(3),CH...

Can we use nucleophiles such as `NH_(3),CH_(3)O` for the Nucleophilic substitution of alcohols.

Text Solution

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Increasing order of nucelophilicity,
`NH_(3) lt -OH^(o+)lt CH_(3)O^(Θ-)`
Higher electron density will increase the nucelophilicity.
Negatively chrged species are almost always more nucelophiles than neutral species.
`RO^(Θ) ` has an alkyl group attached, allowing a greater amount of polarizability. This means oxygen.s lone pairs will be more readily available to reach in `RO^(Θ)` than in `OH^(Θ)`. Hence `CH_(3)O^(-)` is the better nucelophile for the nucleophilic substitution of alcohols.
`NH_(3)` cannot act as nucelophile for the nucleophilic substitution of alcohols.
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