[Goala]

Hi,

What would be more polar?... an NH2 group or an NO2 group?

I am doing a hydrogenation of a compound and I am turning the NH2 group into an NO2 group and I was thinking where each compound would appear on a TLC plate therefore I need to know which compound would be more polar.

Thanks!

[Dan]

How do the elecronegativities of N, O and H compare?

[Goala]

I said NO2 was more polar than NH2, but when I got my assignment back it was wrong..?

I hydrogenated methyl 3-nitrobenzoate into methyl 3-aminobenzoate and I took a TLC of my two compounds. Why would methyl 3-aminobenzoate be more polar than methyl 3-nitrobenzoate...

Wait, is it because the electronegativites between N and H are larger than N and O so NH2 is more polar...

[DevaDevil]

polarity of the bond is dependent on the difference in electronegativity.
polarity of a compound also takes geometry into consideration (total resulting vector)