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Why does picric acid have a pKa of 0.38?
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Khari Slaughter
Why does picric acid have a pKa of 0.38?
Consider the nitro-substitution of picric acid … [math] ext{2,4,6-trinitrophenol}[/math]….
Each nitro group may be represented as [math]-stackrel{+}N(=O)O^{-}[/math], and the so-called [math] ext{quaternized}[/math] nitrogen centre is VERY effective at distributing the negative charge of the picrate, i.e. the conjugate base of picric acid…
And thus the [math]pK_{a}[/math] of the parent acid is DEPRESSED….
Consider the nitro-substitution of picric acid … [math]ext{2,4,6-trinitrophenol}[/math]….
Each nitro group may be represented as [math]-stackrel{+}N(=O)O^{-}[/math], and the so-called [math]ext{quaternized}[/math] nitrogen centre is VERY effective at distributing the negative charge of the picrate, i.e. the conjugate base of picric acid…
And thus the [math]pK_{a}[/math] of the parent acid is DEPRESSED….
Consider the nitro-substitution of picric acid … [math] ext{2,4,6-trinitrophenol}[/math]….
Each nitro group may be represented as [math]-stackrel{+}N(=O)O^{-}[/math], and the so-called [math] ext{quaternized}[/math] nitrogen centre is VERY effective at distributing the negative charge of the picrate, i.e. the conjugate base of picric acid…
And thus the [math]pK_{a}[/math] of the parent acid is DEPRESSED….
Consider the nitro-substitution of picric acid … [math]ext{2,4,6-trinitrophenol}[/math]….
Each nitro group may be represented as [math]-stackrel{+}N(=O)O^{-}[/math], and the so-called [math]ext{quaternized}[/math] nitrogen centre is VERY effective at distributing the negative charge of the picrate, i.e. the conjugate base of picric acid…
And thus the [math]pK_{a}[/math] of the parent acid is DEPRESSED….
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Those nitro groups really suck up the electrons.
Those nitro groups really suck up the electrons.
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