The +I Effect & Bond Breakage in Alcohols & Acids

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In alcohols, the negative charge on 'Oxygen atom' increases due to '+I effect' of alkyl groups. While in acids, the '+I effect' of alkyl groups decreases the positive charge on the 'Carbon atom'.

In the first case the +I effect makes it easier to break the C-O bond while in the second case the +I effect makes the breakage of 'C=O' bond difficult. Please explain.
 

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In terms of the second case with the carboxyl group: The + charge about the carbon
promotes an electron withdrawing effect on the hydroxyl oxygen by induction. This facilitates release of the proton.
The carboxylate anion is then stablized as a two structure resonance hybrid.

=O
C
-O-


-O-
C
=O

note: scroll down to the Chemistry section as this type of question is better there
 
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