There are two electron pushing arrows to be used to draw a resonance structure o

Question

There are two electron pushing arrows to be used to draw a resonance structure of this species. Electron pushing arrow should be started at c and go to d, then start at g and go to h. (NOTE: There are two possible correct ways of doing this problem - switching the order of the arrows, for example a->b then c->d could also be thought of as c->d then a->b. If you miss it the first time, choose the other possible order that the electrons could move. Sorry I could only code one of these as the correct answer.) :O d N

Explanation / Answer

1) The order of electron movement to get resonance structure is: g -> i then j -> k

Explanation: The electron density on nitrogen atom is transferred on to carbon atom through double bond and produces resonance structure.

2) option III has lowest pKa.

Explanation: Acetylide proton is more acidic so it has lowest pKa.

3) The correct statements are: The pKa of hydronium is lower than the pKa of ammonium and nitrogen is less electronegative than oxygen, so it's lone pair can 'reach out'to more protons.

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