Home
Class 12
CHEMISTRY
Which one between phenol and cyclohexano...

Which one between phenol and cyclohexanol is more acidic and why?

Text Solution

Verified by Experts

Phenol is a stronger acid than cyclohexanol. It can be explained as follows-
(i) Due to resonance, the O - atom of OH group acquires a + ve charge and so release of proton is faciliated :

(ii) When phenol ionises, the formed phenoxide ion is also a resonance hybrid, but it is more stabilised by resonance than unionised phenol molecule because of spreading of a negative charge only. In the unionised molecule resonance involves separation of charge.

Such effects are not possible in case of cyclohexanol and hence release is not facilitated.
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • ORGANIC CHEMISTRY : BASIC PRINCIPLES AND TECHNIQUES

    CHHAYA PUBLICATION|Exercise SHORT - TYPE QUESTIONS|17 Videos

  • MODEL QUESTIONS PAPER

    CHHAYA PUBLICATION|Exercise SET III (SECTION II) (GROUP D )|12 Videos

  • P-BLOCK ELEMENTS

    CHHAYA PUBLICATION|Exercise PRACTICE SET 7 (ANSWER THE FOLLOWING QUESTIONS) : -|17 Videos

Similar Questions

Explore conceptually related problems

Phenol is less acidic than

Phenol is less acidic than

Out of 2-chloroethanol and ethanol which is more acidic and why ?

H_(2)S is more acidic than H_(2)O why ?

Between NaOH and CsOH, which one is more basic and why?

Why 2-chloroethanol is more acidic than ethanol ?

Why 2-chloroethanol is more acidic than ethanol ?

Which out of ethylene & acetylene is more acidic and why ?

Between CH_(3)COOH and HCOOH which one is most acidic and why?

Which ouu of ethyne and propyne is more acidic any why ?

Home
Profile