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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: Why CH3oh is more acidic than HOH?
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karan.garg18 (0)

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Why CH3oh is more acidic than HOH?
    
kbanagar (115)

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due to inductive effect


lighten up the darkness............

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tarinbansal (3937)

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Why hav U posted this ques again?
U wanted a theoritical and conceptual ans and I posted it in ur previous post on the first page. I think U didn't see it.
I am posting it again, if U hav any doubt in this reason, feel free to ask me-

When U luk at the Pka values, CH3OH is more acidic than H2O.

Many of U hav given +I effect as the reason but its not true becoz +I effect wud INCREASE BASICITY NOT ACIDITY.

Although alcohols are less acidic than water but this exception can be explained only in one way-
See, in CH3OH, First of all the C-O bond is polar and secondly due to +I effect of CH3, the polarity of the bond increases, and in comparison to this, the OH-H bond is less polar as H has no inductive effect.
So CH3-OH, being polar breaks out easily thus giving H, and hence is more acidic.

See, the acidity diff is very less. The Pka of water=15.7 and that of CH3OH=15.5, so the diff is very less. They are almost equally acidic, but still the explanation can be the one given by me.

Hope U got it.

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the.sniper (642)

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are bhai tarin if u can apply this polarity concept to methanol then why cant u apply this polarity concept to ethanol. In case we apply to ethanol we get ethanol more acidic than water which is false.

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tarinbansal (3937)

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Arre bhai snippy,
See, I gav the Pka values to show that the diff in acidity of water and methanol is very very less.
R group has +I effect, which tends to decrease acidity. This +I effect is there in both methanol as well as higher alcohols.

Now U cant defy experimental observations and U also need a theoritical and conceptual ans to those observations. So the only way to explain the more acidity of methanol is the polarity of the bond.

In higher alcohols, the R group is larger, hence more +I effect and this +I effect overshadows the polarity effect and hence they are less acidic than water.

Hope U got it.

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