cooh so3h

Why b and not c? And what's the difference since resonance structures will have the negative charge delocalized on all the same atoms.
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24 Replies
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Sephrina
Sephrina4mo ago
grignard prefers carboxy more the double bond on c is more susceptible than the one in so3h
Imine
ImineOP4mo ago
but ph-so3h is more acidic than ph-cooh and also so3- provides for better resonance than coo- so isnt the so3h more acidic
Sephrina
Sephrina4mo ago
the c and o bond can protonate it and it is more acidic than so3h no cooh is more
Imine
ImineOP4mo ago
no thats not true
Sephrina
Sephrina4mo ago
wait what let me look up ka values
Imine
ImineOP4mo ago
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Imine
ImineOP4mo ago
and its kinda obvious too since there are 3 Oxygen atoms in so3h wheres 2 in cooh so better resonance...which leads to the H being more acidic
Sephrina
Sephrina4mo ago
is it specifaclly for aromatc?
Imine
ImineOP4mo ago
no
Sephrina
Sephrina4mo ago
we have to see aromatic i think
Imine
ImineOP4mo ago
arre just draw the structure you'll see that the negative charge is more delocalized in R-SO3H than in R-COOH
Sephrina
Sephrina4mo ago
that i know wait i will open the book page in zumdhal and see whts given
Imine
ImineOP4mo ago
ok
Sephrina
Sephrina4mo ago
ok wow it had nothing let me see clayden there is nothing particular i could fnd that would help ill think on this
Imine
ImineOP4mo ago
k still open to answers (please)
Varun_Arora
Varun_Arora4mo ago
@Augustine it should be C You are thinking in the right direction And I don't find any flaws in your argument Considering how strong of an acid sulphonic acid is ... I don't think any other carboxylic acid could come even close to it while reacting with a strong base like grignard I’m now sure it is C I’ve asked some people as well
Imine
ImineOP4mo ago
ohkk thanks a lott himanshu pandey seems to have lots of errors 😭
Varun_Arora
Varun_Arora4mo ago
Uhh koi ni Yahan daal diya karo
Imine
ImineOP4mo ago
yepp :)
Varun_Arora
Varun_Arora4mo ago
Mark it solved now I guess If you're done*
Imine
ImineOP4mo ago
+solved @Varun_Arora
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