Welcome to ChemZipper !!!: Among orthochlorophenol and orthofluorophenol, which will be a stronger acid and why?

Search This Blog

Among orthochlorophenol and orthofluorophenol, which will be a stronger acid and why?


The one having a weaker conjugate base will be a stronger acid. If the conjugate 
base has to be weak, the negative charge has to be delocalised to a larger 
extent.
In o-chlorophenol
Due to the availability of vacant orbitals in chlorine, the negative charge is delocalised to a larger extent. The same cannot take place in case of F as F does not have vacant orbitals. So, o-chlorophenol, having a weaker conjugate base, becomes a stronger acid.

Related Questions
(1)Benzylamine is a stronger base than aniline. Explain.
(2) Why is always the resonance effect dominating over the inductive effect?
(3) Why benzyl carbonium ion is more stable than ethyl carbonium ion.?

No comments:

Post a Comment

Top Search Topics