Problem: Rank the following compounds in order of decreasing acidity, putting the most acidic first. why?                 CH3OCH3          CH3CHO         CH3CH2OH          CH3COOH                         I                        II                        III                            IV

FREE Expert Solution

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. 

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Problem Details

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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