acid strength

is z a better acid or x ?
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24 Replies
hardcoreisdead
hardcoreisdeadOP2mo ago
conjugate base mein x aur z dono aromatic ho jayenge but -CN -m effect show karta hai thus decreasing the -ve charge and less aromaticity thus making x anion more stable than z and x a better acid than z
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@Dexter
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Dexter
Dexter2mo ago
hmmmmm sahi lagraha hai mujhe ye to
hardcoreisdead
hardcoreisdeadOP2mo ago
ans is z>x>y sadly
SirLancelotDuLac
"Decreases the aromaticity" part is wrong imo. The ring is still aromatic and -CN is just helping to ease the -ve charge.
hardcoreisdead
hardcoreisdeadOP2mo ago
so it is kinda neutralizing some of -ve charge and in x theres complete -ve charge therefore better aromaticity
SirLancelotDuLac
There should just be -ve charge/conjugation for it to be aromatic. For example, would you consider phenol less aromatic than benzene? No.
hardcoreisdead
hardcoreisdeadOP2mo ago
so phenol is more stable than benzene ??
stormycloud
stormycloud2mo ago
Z is more acidic bc CN will take electron thereby making the H more acidic
SirLancelotDuLac
No. I was just saying that by resonance edg or ewg just decreases the electron density. It doesn't have effect over aromaticity.
Say_miracle_shadow
observe that this -ve charge is helping both in aromaticity and conjugation with C triple bond N {Aromatic+Conjugation}
prasadam123
prasadam1232mo ago
@hardcoreisdead both x and y become anti aromatic After deprotonation Y is non planar And x has 4 pi electrons
Dexter
Dexter2mo ago
X to aromatic ban jaaega
prasadam123
prasadam1232mo ago
4n+2?
Dexter
Dexter2mo ago
Yeah -ve charge aata hai deprotonation ke baad
prasadam123
prasadam1232mo ago
Fuck
Dexter
Dexter2mo ago
🐴
prasadam123
prasadam1232mo ago
Ha bhai tab to z x y is decreasing order
hardcoreisdead
hardcoreisdeadOP2mo ago
yeh logically correct nahi hi hai then ig
Mandy34
Mandy342mo ago
I imagined that cyanide will stabilise anion of Z by -M but damn I can't even think of decrease in aromaticity due to the withdrawal effect of CN as someone in this thread said
_zbro
_zbro2mo ago
should be z Z has more -I means it would try to attract electrons from C and that's why it will be easier for that carbon to remove h+ and become aromatic as well. yooo bro
hardcoreisdead
hardcoreisdeadOP2mo ago
+solved @Dexter @SirLancelotDuLac
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