We are asked to rank the following compounds in order of decreasing acidity.
Find the hydrogen and analyze where it is attached.
I) Ether → O-C-H → C is lower in electronegativity than O.
II) Aldehyde → O=C-H → resonance due to pi bond.
III) Alcohol → C-O-H → Acidic due to electronegative O
IV) Carboxylic acid → O=C-O-H → Acidic due to electronegative O and resonance due to pi bond.
Rank the following compounds in order of decreasing acidity, putting the most acidic first. why?
CH3OCH3 CH3CHO CH3CH2OH CH3COOH
I II III IV
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