What is the order in terms of decreasing acidity?

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1 Answer
Apr 20, 2018

Well, the more carbonyl groups proximate to the carbon which bears the acidic protons....

Explanation:

...the more that carbanion should be stabilized upon abstraction of that proton. Given this rule of thumb, the order or acidity...with the LEAST acidic molecule to the LEFT should be:

.......... #stackrel(IV, II, I, III)rarr# ..........
#"order of increasing acidity"#

The carbanionic charge of molecule #III#is potentially distributed over SEVEN centres, and thus should be the most acidic.

Note that as a chemist, as a physical scientist, you should put forth some data in support of your argument, and quote the #pK_a# values of each species. For cyclohexane, the value will be around #50#...I think there is such a table of #pK_a# of carbon acids in March...