Q. Which one of the following compounds, is most acidic?

A) $Cl - CH_{2} - CH_{2} - OH$
B) [image:12_image120.emf]
C) [image:12_image121.emf]
D) [image:12_image122.emf]
Explanation

(b)
Phenols are much more acidic than alcohol due to the stabilisation of phenoxide ion resonance.
[image:12_image366.emf]
Phenoxide ion is stabilised due to following resonating structures.
[image:12_image367.emf]
While, in alcohols
[image:12_image368.emf]
$ortho$ nitrophenol is most acidic because in $–NO_{2}$ electron attracting group is attached to $ortho$ position which helps in stabilising the negative charge on the oxygen of phenoxide ion. Hence, due to this reason acidic character of phenol is increased, while on attachment of $–CH_{3}$ group (electron donating group) acidic strength of phenol is decreased in cresol due to the destabilisation of phenoxide ion.

Dr. Abubacker
Reviewed by Dr. Abubacker

Physics Educator & NEET/JEE Specialist

Ph.D. in Physics with 19+ years of teaching experience.