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How many protons can be lost by malonic acid?

In: Chemistry, Particle Physics [Edit categories]

Answer:

Malonic acid has pK_a values of 2.83 (pK₁) and 5.69 (pK₂).

If malonic esters are used then on treatment with a strong base like sodium ethoxide, the methylene (-CH₂-) hydrogen can be deprotonated, but I am not sure if that is possible for malonic acid as that will lead to a tri-anion.

First answer by Rnp 279. Last edit by Rnp 279. Contributor trust: 310 [recommend contributor ]. Question popularity: 34 [recommend question].

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