Why is p-nitrophenol more acidic than o-nitrophenol?
Table of Contents
Why is p-nitrophenol more acidic than o-nitrophenol?
Due to intramolecular hydrogen bonding, hydrogen is not easily daunted by o-nitrophenol whereas in p-nitrophenol the hydrogen free so, p-nitrophenol can donate proton easily hence p-nitrophenol is more acidic than o-nitrophenol.
What is the pKa value for p-nitrophenol?
Value
3D Structure for HMDB0001232 (4-Nitrophenol)
| Property | Value | Source |
|---|---|---|
| pKa (Strongest Acidic) | 7.07 | ChemAxon |
| pKa (Strongest Basic) | -7.1 | ChemAxon |
| Physiological Charge | 0 | ChemAxon |
| Hydrogen Acceptor Count | 3 | ChemAxon |
Which of the following molecule has higher pKa value nitrophenol or phenol?
The p- Nitrophenol has one nitro group at para to phenol and Picric acid has three nitro groups at ortho and para positions to phenol. Out of these phenols are more acidic than phenols. So, they will be least acidic and thus will have the highest pKa value.
Which is more acidic o-nitrophenol or p-nitrophenol or meta nitrophenol?
The structure of nitrophenol is shown below: Thus, ortho and para-nitrophenols are more acidic than m-nitrophenol is a little less acidic than p-nitrophenol because of intramolecular hydrogen bonding which makes the loss of a proton difficult to remove. Figure: Showing intramolecular hydrogen bonding in m-nitrophenol.
Why p-nitrophenol is more soluble than O-nitrophenol in water?
Due to this H-bonding, the o-isomer of nitrophenol is not able to form H-bonds with solvent molecules. This makes it less soluble in water in comparison with p-nitrophenol. Therefore, we can conclude that o-nitrophenol forms intramolecular H-bonding which is the reason for its low solubility.
Is p-nitrophenol an acid or base?
Both the nitrophenols are weak acids compared to carboxylic acids, but the nitro substitution makes them both stronger acids than phenol. 2-Nitrophenol is volatile in steam, but 4-nitrophenol is not. The nitrophenols can be converted to their water-soluble salts by alkaline hydroxides.
Why p-nitrophenol is a stronger acid than phenol while P cresol is a weaker acid?
p-Nitrophenol is a stronger acid than phenol while p-cresol is a weaker acid. This can be explained as: – CH3 group decreases the electron density on the oxygen of O-H group making p-cresol a weaker acid.
Which of the following facts explains as to why p-nitrophenol is more acidic than phenol?
The electron withdrawing group takes an electron density and hence stabilizes the negative charge and this makes the para nitrophenol more acidic than phenol because in phenol there is no such electron withdrawing group present.
Which one of the following phenols has the highest pKa value?
p-cresol contains electron donating group (-CH3) which decreases acidity. Hence, pKa value is highest for p-cresol.
Which is more acidic between alcohol and phenol?
Phenols are stronger acids than alcohols, but they are still quite weak acids. A typical alcohol has a pKa of 16–17. In contrast, phenol is 10 million times more acidic: its pKa is 10. Phenol is more acidic than cyclohexanol and acyclic alcohols because the phenoxide ion is more stable than the alkoxide ion.