unstable ?

which is most unstable
a)CH3COCOOH
b)CH3COCH2COOH
c)CH3COCH2CH2COOH
d)CH3COCH2CH2CH2COOH

8 Answers

1
JOHNCENA IS BACK ·

a

106
Asish Mahapatra ·

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

4
UTTARA ·

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 : (

21
amit sahoo ·

i will also go with (A) because it has two adjacent c=o bonds......so it will be unstable.

39
Pritish Chakraborty ·

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.

11
Tush Watts ·

wat abt Mesomeric effect guys ???

24
eureka123 ·

ya ans is b....

thx priritsh,for confirming that we had to attempt using beta keto acid concept[1]

1
JOHNCENA IS BACK ·

haha!!!!!!!i was damn sure i got this wrong [1][1][1]

Your Answer

Close [X]