Why are phenols more acidic than alcohols discuss the effect of substituents on the acidity of phenols?
Table of Contents
- 1 Why are phenols more acidic than alcohols discuss the effect of substituents on the acidity of phenols?
- 2 Which substituted phenol is a stronger acid and why?
- 3 Is phenol more acidic than methanol?
- 4 What are phenols discuss about acidity of phenols with effect of substituents on acidity?
- 5 Why is ortho-cresol more acidic than meta cresol?
Why are phenols more acidic than alcohols discuss the effect of substituents on the acidity of phenols?
Answer: Phenols react with aqueous sodium hydroxide to produce phenoxide ions. This indicates that the acidity of phenols is higher in comparison to the alcohols. The phenoxide ion is stabilized by the delocalization of negative charge due to the resonance in the benzene ring.
What is the effect of methyl group on acidity of phenol?
The effect of the ch3 group on phenol is that it will decrease the acidity since it is an electron donating group and at the same time, the no2 group will increase the acidic nature of phenol.
How do you know which phenol is more acidic?
Phenols are more acidic when the ring is substituted with electron-withdrawing groups. These substit- uents stabilize the phenoxide ion by further delocalizing the negative charge. Phenols substituted with electron-donating groups are less acidic than phenol.
Which substituted phenol is a stronger acid and why?
Phenol has a pKa approximately equal to 9.9. First of all, chlorophenols are more acidic than phenol, due the negative inductive effect (−I) of chlorine, that reduces the negative charge, located on the oxygen of the phenolate anion.
What is the effect of substituents on acidity of phenol?
Electron-withdrawing substituents make a phenol more acidic by stabilizing the phenoxide ion through delocalization of the negative charge and through inductive effects. The effect of multiple substituents on phenol acidity is additive.
Which group enhances acidic strength of phenol?
electron-withdrawing group
In the case of substituted phenols, the acidity of phenols increases in the presence of the electron-withdrawing group. This is due to the stability of the phenoxide ion generated.
Is phenol more acidic than methanol?
Phenol is more acidic than methanol as the phenoxide ion formed after removal of a proton is stabilised by resonance whereas the methoxide ion formed after removal from methanol is not.
Which substituted phenol is the most acidic?
First of all, chlorophenols are more acidic than phenol, due the negative inductive effect (−I) of chlorine, that reduces the negative charge, located on the oxygen of the phenolate anion.
How many of the following compounds are more acidic than phenol?
O-cresol, m-cresol, water, methyl alcohol, ethyl alcohol, 2,4-dimethylphenol, p-ethylphenol, diimethylcarbinol. all alcohols and phenols having electron-donating groups are less acidic than phenol, i.e., all. In order words Ans. Is zero.
What are phenols discuss about acidity of phenols with effect of substituents on acidity?
What is the acidity of substituted phenols?
Acidity of substituted phenols. Now focusing on another class of substituted phenols, such as methylphenols (= cresols), the varies as follows: In this case, the methyl group yields a positive inductive effect (+I), thus increasing the negative charge on phenolate oxygen. That’s why cresols are less acidic than phenol.
Why is O-nitrophenol more acidic than para methoxy phenol?
The resonance stabilization of o-nitrophenol is shown below: Para methoxy phenol is more acidic because we know that stability is directly proportion to acidity so para side is more acidic due to more stability of para directing group Why is para fluoro benzoic acid is less acidic than para chloro benzoic acid?
Why is ortho-cresol more acidic than meta cresol?
Attaching an electron-donating group, such as methyl, to these positions destabilizes the phenoxide ion, and thus makes the phenol less acidic. This is exactly what we see above: ortho- and para-cresol have about the same pKa, while meta-cresol, in which the methyl group is attached to a neutral carbon, is more acidic (lower pKa).
Why are ortho and para compounds more acidic than meta compounds?
One can further realize that the meta compound is more acidic, and this is due to the resonance structures which show a negative charge in ortho and para, but not in meta. I would appreciate to learn whether such a reasoning, for these two type of substituted phenols, is plausible or whether further more solid arguments should be invoked.