Are these reaction mechanisms drawn correctly?

[sgstudent]

http://imgur.com/cIprKmy

To re explain here, I know that (1) is correct as the X is electron rich while the carbon is electron poor so the reaction is correct.

But for (2) I'm not entirely sure if it is correct. if we just consider the electronegativity of X and N Then as drawn N should be partially positive and so it is electron deficient and so it can accept the electron pair from the oxygen atom. But Then again, X has a negative charge so that would affect the charge on N so I'm not sure whether N is electron rich (nucleophile) which means the mechanism drawn is wrong or electron poor (electrophile) which means the mechanism drawn is correct.


Thanks in advance :)

 

[Christian0412]

Does this reaction have two known mechanisms? (i.e. is it given that there are two mechanisms)

What is the solution (water or X-N)? And what are you "hoping" to be the final product(s)?