30 Replies
@Dexter
Note for OP
+solved @user1 @user2...
to close the thread when your doubt is solved. Mention the users who helped you solve the doubt. This will be added to their stats.Nitrogen has -I effect
Both lonepairs are localised
so resonance is not happening
there are 2 lone pairs but at a time only one can go into resoannce so shouldnt that mean other is free for basic donation
resonance keliye path nahi hai
how will resonance happen
wait lemme check
Adjacent lonepair and Pi bond hai
ek gap hona chahiye for resonance
it can
if it does not go towards nitrogen direction
but the opp one
fir Nitrogen pe vacant orbital nahi hai pi bond accept krne keliye
wait u saying it cant form 4 bonds?
it does in ammonium ion
In 2 and 4, no nitrogen participates in resonance
yes so shouldnt basicity for 4 be more
But in 4, both nitrogen ek dusre par -I charge laga rahe hai, isliye 4 kam basic hai
Something like this 👇
Here, second compound par Oxygen -I charge laga raha hai to vo (a) se less basic hoga

oxygen ke liye samajh me aata hai because its already very electronegative so it isnt willing to donate its electron lone pair
but when there are 2 nitrogen, doesnt the number of basic sites double even if inductive effect isnt favourable
2 nitrogen willing to donate should be greater than 1 nitrogen willing to donate ryt
@Dexter?
same quesiton
Chemistry Stack Exchange
Why is pyrimidine less basic than pyridine?
From Wikipedia's article on pyrimidine:
Because of the decreased basicity compared to pyridine, electrophilic substitution of pyrimidine is less facile.
But why is pyrimidine less basic than py...
It's electronegativity of nitrogen confirmed
I guess the question is about the basicity of the highlighted Nitrogen

this is interesting, but seems very counterintuitive
Take RNA and with the no.of lone pairs on those riboses, you have an amazing base
fair but why does that not happen
Oxygen is a selfish bish
if u assign personalities to chemical elements u a real one



+solved @Prachi @Opt
Post locked and archived successfully!
Archived by
<@1035556259417571408> (1035556259417571408)
Time
<t:1742859974:R>
Solved by
<@926887811674673172> (926887811674673172), <@763645886500175892> (763645886500175892)