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@Dexter
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Aromaticity counts?
+1
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+help to view all available commands@!Nimay¡ padhariye please :)
Lololol
4 mein lp is taking part in resonance and is the cause of aromaticity so it’s bound to not be donated
That means worst base khatam ez
accha matlab we can't blindly take out lone pairs and check cations ki stability
Just as i thought... thank you for the clarity!
We just see how ez it is to donate and for that there are many factors
Abb 4 mein toh it’s obviously the hardest to donate since its delocalisation is the reason for aromaticity which makes it super extra tough
what i'm tryna say here is
hame koi ek criteria select karna hai aur usi ko apply karna hai in all the compounds and check for stability, but ow criteria kya hoga we've gotta be careful with that too cus like you said, 4th mein taking out a lone pair isn't feasible at all, so we can't use stability of cation as a criteria of comparison then
how do we check polarity of bond? (sorry, noob hun chem mei)
aren't stable atoms more acidic?
In these cases you just check
- aromaticity for 4
- hybridisation for 2, sp2 hybridisation means lesser basic than sp3
- electron withdrawing nature of O making 3 slightly more acidic than 1
😭 yahi toh dikkat aa gayi, ham kisi ek factor par chaaro ko compare nahi kar sakte kya?
Nope
f
can we add another H and check its stability
What will you do
check for conjugate base, ig
in 2 tho, the lone pair is easily donated cus it isn't a part of conjugation
so how do we decide between suppose 2 and 1
accha you already said hybradisation my bad
Haan
ok bhai pura intuition based hai
i've got another question
For bases you see strength of conjugate acid, weaker the CA stronger the base and for acids you check strength of conjugate base
For nitrogenous bases check availability of lp
so, if there's an available lp
its most likely a base
or always?
Generalize krna toh tough hota lmao but yeah lp donation jitna easy utna better base
The moment you start generalising stuff in oc they ask something which could be an exception
Break the C=O
you mean enol isomers banau?
Well 2 is the most acidic for sure
how?
S- better than O-
After that for the rest just see which is most stable and least stable
Larger atom. Yea.
Bana do and then remove the H
hear me out 😭
yaha par ham H+ ka attack karwa kar check nahi kar sakte?
jaha +ve charge most stable wo most basic
A method to check acids with atoms like B,P etc. is by checking their acceptance towards H3O+ in their vacant orbital
Can keep that -ve charge in D orbital which is stable
Whenever you see sulphur in your acid it’s more likely to be better than an oxoacid
alr so from this convo maine ye understandting draw kari ki unless there's nitrogen involved, we needn't bother about lone pairs on O/S etc but rather just check for the stabity of cnojugate acids and bases for strength, jab nitrogen aa gaya we gota check for shit like aromaticity too to check the nature of lone pair
done scene
S is larger than O so S- > O- ye toh hai hi
Also S has vacant orbital for backbonding so your anion will be more stable
BACKBONDING > AROMATICITY
fuck backbodning 😭
If there’s sulphur and there’s a backbonding vala lafda toh MAKE SURE TO PRIORITISE IT OVER AROMATICITY
Same scene with phosphorus
Vacant d orbital game badal deta
what does it do
Whole lotta stability
to?
Anion
It’s like resonance on steroids
jis atom par -ve charge hai usi ka vacant d orbital?
Lemme give u an example
,rotate
Yeah so compare acidity of Ha and Hb
H+ nikalne par carbanion formed which isn't participating in resonance.....hmmm
inductive bhi same hi hai dono mein, but i'm assuming P ka d orbital empty so it stabalised C- 🤡
Right so because of backbonding Hb >>>>>>>>>>>> Ha
that many >>>'s? 😭
Maybe lol
Okay mai easier ques deta but mind blowing hai
yes pls
,rotate
i mean ofc F ka -I more
so 2 more acidic?
Wrong
Cl ke saath backbonding
bc
Cl mein toh d orbital hai hi nahi....
Vacant p orbital
sheesh
Poora resonance krke -ve charge jaayega
damn +R
Toppr Ask
CHF{3} is lesser acidic than CHCl{3} . Explain.
Click here👆to get an answer to your question ✍️ chf3 is lesser acidic than chcl3 explain
Cl in completely excited state does have vacant d orbital
How does H bonding compare to aromatic and back bond
take a look at this, yaha ham sabke respective most acidic hydrogens ki acidity compare karenge by making conjuagte bases, ryt? @!Nimay¡
Haan
yaha answer 1 hai, but reonance toh 2, 3 mein bhi ho rhi how do we compare
H bonding usually makes an acid weaker
Acid base strength me nhi, general stability ki baat kre to
Resonance 2 mein Oxygen ke saath hai O gets a -ve charge that’s very good
More Electronegative element with a -ve charge in resonance makes it better
Oh wait 2,3 you mean
I compared 1,2
3 mein that O with lp at the extreme end is causing counter resonance na
oh
haan but NO2 toh -R karta hai na....how will it stabalise cation
ans is D but how the hell is 1 more acidic than 2 🤯 1 mein toh bas -R ho rha 2 mein at least O-CH3 ka +R toh hai 😭 i'll cry
@!Nimay¡ (sorry for pinging 😭 )
See which has best quality of resonance
best quality ka kya karna hai
jab yaha par OCH3 ka +R lag hi rha hai toh usme C+ zyada stable hoga na as compared to 1 jaha no +R
The O in 2 and 3 causes counter resonance
i'm sorry but could you explain exactly hota kya hai counter resonance mein 😭
Welp the oxygen competes in resonance and as a result it decreases the quality of our og anion vala resonance which we take into account because that O is donating its lp too so quality bad horha
here ans should be 3>1>2
1 aur 2 mein use that concept of quality resonance and 3 is just most acidic because the H is between 2 C=O
Agar tum 3 se vo O hata dete singly bonded vala tab toh aur bhi zyada strong ho jata but doesn’t matter its still very acidic those O don’t do much since H is between two C=O
But for 1 and 2 the oxygen makes a difference
,rotate
i might be cooked but ye batao....C=O yaha par -R show nahi karega? 😭 destabalising the cation even more
Bhai anion banao
ek min
BRUHHHHH I'M SO DUMBBBBBB H+ NIKALNE KE BAAD C- HOGA NA
SHEEEEEEEEEEEEEEEEEEEEEEESH CARBOCATION BANA RHA THA
Chill lmao
💀
although i understand lone pair on N is more stable in aniline isiliye it's a weaker base but but but but @!Nimay¡ in the second one if we compare the stability on conjugate acids, (N+ is formed in both cases right, which is stabalised by resonance too in aniline), so because of a more stable conjugate acid, aniline should be a stronger base rytt
Noooo as I said look at availability of the lp it is in resonance in case of aniline so cannot be donated
aliphatic base strength is always more than aromatic base
Just by that b is correct option
Abbe yaar 😭
Acha haan
Lmao
Not correct as indicated
Wait he asked aniline should be a stronger base
This is the reason why it’s not
Do it this way, Conjugate acid bana, N+ hoga, now see Inductive effect, phenyl does -I effect, already + charge ko aur unstabilise krha hai, but CH3 +I krta hai, to wo stabilise krega + charge ko
Hence Aniline weaker base
Issi logic se saare options dekh
haan toh maine bhi toh wahi kaha, aniline mein N par lone pair more stable so weaker base, iska matlab... jaha bhi nitrogen ho waha par conjugate acid ki stability doesn't mean shit??
but R effect is prefered over I right
Conjugate acid stability means shit for every base
But conjugate acid of aniline is anilinium ion jisko dekh ke tum kya hi analyse kroge
In such cases you’d need pka values of the conjugate acid
damn
but conjugate base ki stability doesn't mean shit for acids?
Conjugate ka stability always means shit
......
aap kehna kya chah rhe ho 😦
Conjugate acid base theory toh har acid bases ke liye valid hai (jo ionic equilibrium mein padha hai)
Conjugate acid/base stability is the most dominating factor to decide stability of acid/base right?
Definitely
But in certain cases it’s unrealistic if you don’t know the pka values
Ofcourse, it's not chemistry if there are no exceptions
oh alr sir i'll try reaching out to him in DMs
koi ni bhai imma rely on my intuition 🛐
+solved @!Nimay¡
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