Question

Why is p-nitroacetanilide more polar than o-nitroacetanilide?

Answer 1

The proximity of amino and nitro functional groups in o-nitroaniline results in intramolecular hydrogen bonding, making the molecule less polar. ... These differences give o- and p-nitroaniline their unique uses, therefore it is very important to separate them.

Answer 2

Answer:

• The o-nitroacetanilide molecule is less polar due to intramolecular hydrogen bonding caused by the close proximity of the amino and nitro functional groups.
• The amino group in p-nitroacetanilide is para to the nitro group, which makes the molecule more polar.

Explanation :

• The placement of the functional groups in o- and p-nitroanilines is different from one another, as you can see.
• O-nitroaniline is a less polar molecule as a result of intramolecular hydrogen bonding caused by theamino and nitro functional groups' close proximity.
• O-nitroaniline was kept from interacting more with the silica stationary phase due to hydrogen bonds.
• As a result, it was established that the suitable solvent in TC would lute o-nitroaniline farther up.
• P-nitroaniline, on the other hand, is more polar since its functional groups are in opposition to one another.
• A molecule that is more polar can interact with the silica stationary phase more intensely.
• O-nitroaniline has a greater Rf value than p-nitroaniline due to this difference in polarity.

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