Kaplan is telling me that the order of basicity in ammonia is different in gaseous phases vs. aqueous phases due to hydrogen bonding.
So in gaseous phases it's the well known: 3' > 2' > 1'> NH3. Just so we're on the same page, this is due to the inductive effect of electron donating alkyl groups--they destabilize the lone pair on nitrogen atom, making nitrogen more basic.
But in aqueous phase, the order is slightly different: 2'> 1'> 3' > NH3.
Kaplan says the positive charge on...
difference in basicity for amines in aqueous vs. gaseous phase
So in gaseous phases it's the well known: 3' > 2' > 1'> NH3. Just so we're on the same page, this is due to the inductive effect of electron donating alkyl groups--they destabilize the lone pair on nitrogen atom, making nitrogen more basic.
But in aqueous phase, the order is slightly different: 2'> 1'> 3' > NH3.
Kaplan says the positive charge on...
difference in basicity for amines in aqueous vs. gaseous phase