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Which is more acidic in ortho-fluorophenol and ortho-chlorophenol?
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Albert Joseph Hagemyer
Which is more acidic in ortho-fluorophenol and ortho-chlorophenol?
Can you not look up the [math]pK_{a}[/math] values of [math] ext{ortho-fluorophenol}[/math], and [math] ext{ortho-chlorophenol}[/math]? The acidity of the former is favoured by induction; the acidity of the latter is favoured by entropy…
Now the [math]pK_{a}[/math] of phenol is [math]10.0[/math]. For [math] ext{ortho-fluorophenol}[/math], [math]pK_{a}=8.7[/math], and for [math] ext{ortho-chlorophenol}[/math], [math]pK_{a}=8.56[/math].
Given these data, there is really not much more we could say…the acidities are SIMILAR…
Can you not look up the [math]pK_{a}[/math] values of [math]ext{ortho-fluorophenol}[/math], and [math]ext{ortho-chlorophenol}[/math]? The acidity of the former is favoured by induction; the acidity of the latter is favoured by entropy…
Now the [math]pK_{a}[/math] of phenol is [math]10.0[/math]. For [math]ext{ortho-fluorophenol}[/math], [math]pK_{a}=8.7[/math], and for [math]ext{ortho-chlorophenol}[/math], [math]pK_{a}=8.56[/math].
Given these data, there is really not much more we could say…the acidities are SIMILAR…
Can you not look up the [math]pK_{a}[/math] values of [math] ext{ortho-fluorophenol}[/math], and [math] ext{ortho-chlorophenol}[/math]? The acidity of the former is favoured by induction; the acidity of the latter is favoured by entropy…
Now the [math]pK_{a}[/math] of phenol is [math]10.0[/math]. For [math] ext{ortho-fluorophenol}[/math], [math]pK_{a}=8.7[/math], and for [math] ext{ortho-chlorophenol}[/math], [math]pK_{a}=8.56[/math].
Given these data, there is really not much more we could say…the acidities are SIMILAR…
Can you not look up the [math]pK_{a}[/math] values of [math]ext{ortho-fluorophenol}[/math], and [math]ext{ortho-chlorophenol}[/math]? The acidity of the former is favoured by induction; the acidity of the latter is favoured by entropy…
Now the [math]pK_{a}[/math] of phenol is [math]10.0[/math]. For [math]ext{ortho-fluorophenol}[/math], [math]pK_{a}=8.7[/math], and for [math]ext{ortho-chlorophenol}[/math], [math]pK_{a}=8.56[/math].
Given these data, there is really not much more we could say…the acidities are SIMILAR…
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