[firzzy87]

If i want to compare the acidity of phenol among ethanol and benzoic acid , what chracteristics of view do i hv to see ... Is it link with the ortho-para directing . or the presenting of H proton in phenol ?? 

[Albert]

http://www.chemguide.co.uk/basicorg/acidbase/acids.html

http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch24/ch24-1.html

[Yggdrasil]

The pKas of these molecules go as follows:

benzoic acid < phenol < ethanol

Ethanol has the highest pKa (lowest acidity) because its conjugate base, CH₃CH₂O^{-[/sub], is not resonance stabilized.  The conjugate bases of phenol and benzoic acid, however, are resonance stabilized (draw them out and check for yourself, phenol should have four resonance structures and benzoic acid should have five).}

[swati]

   Please do a Search before posting a new topic.

http://www.chemicalforums.com/index.php?topic=8709.msg40921#msg40921