I am asked whether dimethyl malonate or methyl acetoacetate decarboxylate when hit with acid, water, and extreme temperatures.
I believe the answer is both because both are esters, and esters, upon being hit by such conditions, return to their respective carboxylic acids.
From there, both carboxylic acids can undergo decarboxylation because both resulting carboxylic acids are beta-keto acids. Technically, dimethyl malonate becomes malonic acid, which can still undergo decarboxylation (but malonic acid isn't of the beta-keto class; rather the dicarboxylic acid class).
Acid and heat treatment of methyl acetoacetate initially gives 3-oxobutanoic acid but this can decarboxylate under the heat as well.
Is my analysis correct?