a
which is most unstable
a)CH3COCOOH
b)CH3COCH2COOH
c)CH3COCH2CH2COOH
d)CH3COCH2CH2CH2COOH
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8 Answers
Disclaimer: All the statements written below are purely the work of my imagination and cant guarantee any relation to known facts.
Look at your own risk
Thinking (A)
stronger acids => more unstable (as more dissociation)
(horribly wrong statement I hope)
therefore A
I say (a)
Because I think the other options r stabilized due to + I effect
My reason may be wrong Din't revise organic yet : (
i will also go with (A) because it has two adjacent c=o bonds......so it will be unstable.
How does that make alpha-keto acid unstable?
I don't think we can use conjugate base concept here...that is to decide acidity. On warming(not even full-on heating), beta-keto acids quickly decarboxylate by means of six-membered transition state. So I go for (b)..can't think of anything else.
Eure please confirm.
ya ans is b....
thx priritsh,for confirming that we had to attempt using beta keto acid concept[1]