Why O-nitrophenol is steam volatile while P-nitrophenol is not?
∆ In Ortho nitro phenol N2O and OH are aside to each other hence the repelsions are created they liked to go away and also they contains intra molecular hydrogen bond between them.
∆ That's why O- Nitro phenol is steam violate.
∆ Where as in P- Nitro phenol the compounds are far way and they don't contains intra molecular hydrogen bond and has inter molecular hydrogen bond.
This question is part of UPSC exam. View all Class 11 courses
Why O-nitrophenol is steam volatile while P-nitrophenol is not?
Introduction:
O-nitrophenol and P-nitrophenol are structural isomers of nitrophenol. The difference between these isomers lies in the position of the nitro group (-NO2) on the phenol ring. Despite having similar chemical properties, there is a significant difference in their volatility. O-nitrophenol is steam volatile, meaning it can be easily vaporized by steam, while P-nitrophenol is not.
Key Points:
Here are the reasons why O-nitrophenol is steam volatile while P-nitrophenol is not:
1. Difference in Molecular Structure:
- O-nitrophenol has the nitro group (-NO2) attached to the ortho position of the phenol ring, meaning it is adjacent to the hydroxyl group (-OH).
- P-nitrophenol has the nitro group attached to the para position of the phenol ring, meaning it is opposite to the hydroxyl group.
- The difference in the position of the nitro group affects the intermolecular forces between the molecules.
2. Intermolecular Hydrogen Bonding:
- O-nitrophenol can form intermolecular hydrogen bonding due to the presence of the hydroxyl group adjacent to the nitro group.
- The hydrogen bonding interactions increase the attractive forces between O-nitrophenol molecules, making it more volatile.
- These hydrogen bonds can be broken by steam, allowing O-nitrophenol to vaporize easily.
3. Absence of Intermolecular Hydrogen Bonding in P-nitrophenol:
- In P-nitrophenol, the nitro group is positioned opposite to the hydroxyl group, making it unable to form intermolecular hydrogen bonds.
- The absence of hydrogen bonding weakens the attractive forces between P-nitrophenol molecules.
- Consequently, P-nitrophenol has higher boiling point and lower volatility.
4. Impact of Intermolecular Forces:
- The presence of intermolecular hydrogen bonding in O-nitrophenol allows it to interact more strongly with steam molecules during vaporization.
- The stronger intermolecular forces between O-nitrophenol and steam facilitate its vaporization, making it steam volatile.
- On the other hand, P-nitrophenol lacks these strong intermolecular interactions, resulting in lower volatility and limited ability to vaporize with steam.
Conclusion:
In summary, the difference in the position of the nitro group affects the intermolecular forces and hydrogen bonding capabilities of O-nitrophenol and P-nitrophenol. O-nitrophenol can form intermolecular hydrogen bonds, making it steam volatile. In contrast, P-nitrophenol lacks these hydrogen bonding interactions, leading to lower volatility.
To make sure you are not studying endlessly, EduRev has designed Class 11 study material, with Structured Courses, Videos, & Test Series. Plus get personalized analysis, doubt solving and improvement plans to achieve a great score in Class 11.