I
iTeachChem19h ago
Abhi

Isomerism doubt

How to solve the first ques what should be the thought process got even more confused so made a separate doubt post. Please if someone can provide a detailed solution
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47 Replies
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silverdew
silverdew19h ago
first question of the ones marked for homework or like question number 1?? because the answer to question number 1 is there already...
Abhi
AbhiOP18h ago
number 1 I didn't understand it even with answer mainly trouble in knowing the more acidic H Also how to write it's mechanism in acid and base
silverdew
silverdew18h ago
the conjugate base when you remove H(a) is more stable than when you remove H(b), which you can check thru stability of carbanion. You have a +I effect on the carbanion in the second case due to alkyl group
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silverdew
silverdew18h ago
since removing H(a) gives a more stable conjugate base, H(a) must be a more acidic hydrogen, so in basic medium, the enol will be formed by the proton shift of the more acidic hydrogen, as base attacks acid check stability of conjugate base
Abhi
AbhiOP18h ago
Second case means carbanion form by removal of H(b) ?
silverdew
silverdew18h ago
yes yes
Sephrina
Sephrina18h ago
Is this about aldol condensation?
silverdew
silverdew18h ago
tautomerism
silverdew
silverdew18h ago
basic medium mechanism
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Abhi
AbhiOP18h ago
Keto to enol Keto enol triad
Sephrina
Sephrina18h ago
Hnn usme me aldol condensation ki mech me hai ye vaha padhte hai
Abhi
AbhiOP18h ago
So in this how do I know OH- will attack H(a) only ?
Sephrina
Sephrina18h ago
Vaise vo ch3 grp hai
Abhi
AbhiOP18h ago
I mean H(a) is one of the hydrogen of that CH3 group Right ?
Sephrina
Sephrina18h ago
Hn Par vo attach to carbon pe karta hai
Abhi
AbhiOP18h ago
Ah yes What I meant is how will ik OH- will attack on alpha carbon of H(a) ?
silverdew
silverdew18h ago
nono i labelled H(a) as the one on the right.. ig the pencil isn't that visible
Abhi
AbhiOP18h ago
And not alpha carbon of H(b) ? H(a) is one of the hydrogen of CH3 only na ?
Sephrina
Sephrina18h ago
Chain Kam lambi pe karega cuz well carbonyl grp hai bagal me aur sath me hai h hai instead of ch3
Abhi
AbhiOP18h ago
Cause H(b) in ch2 ?
silverdew
silverdew18h ago
because H(a) is a more acidic Hydrogen than H(b) yes yes and H(b) is the one on the left which is of CH2
Abhi
AbhiOP18h ago
And I will figure out that by finding stability of conjugate base ?
silverdew
silverdew18h ago
yes.
Abhi
AbhiOP18h ago
So basically you have to know the reaction and it's products before doing mechanism It cant be the reverse
silverdew
silverdew18h ago
OH- will abstract the most acidic Hydrogen. You will find the most acidic Hydrogen by comparing the conjugate bases of all the available alpha carbon's acidic hydrogen kinda
Sephrina
Sephrina18h ago
Look at step 1 that's how enolate is formed usi tarike ka mech yaha lagega
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Abhi
AbhiOP18h ago
Can we say h(a) is more acidic cause the carbanion formed by its alpha carbon has 2 alpha h ? While h(b) alpha carbon carbanione has 1 alpha H ?
silverdew
silverdew18h ago
nono, you need to compare stability of that carbanion by checking inductive and mesomeric effects
Abhi
AbhiOP18h ago
Ohk
silverdew
silverdew18h ago
yee but here there is only one site for attack, but we're dealing with multiple sites
Sephrina
Sephrina18h ago
Thats the general idea and you go to the site which is more susceptible to reaction aka less stable and the attack will be there, now that depends on the groups attched Like Carbonyl groups will take away electrons and methyl will give away so based on which is more reactive that will get attacked Simple
Abhi
AbhiOP18h ago
all this made me realised my concepts related to inductive effect are not strong
Abhi
AbhiOP18h ago
Real potato
Real potato18h ago
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Abhi
AbhiOP18h ago
sadge more practice needed
Sephrina
Sephrina18h ago
Bhai itna naam kyu Dena hai terko ? Sidha kya hora hai electron ke naam pe vo smj na Confuse to hoga hi agar 50 naam ke hisab se yaad karoge
Abhi
AbhiOP18h ago
like how guide me
Sephrina
Sephrina18h ago
Just learn ki konse grp electron Lena psnd karte hai konse dena Kaha par electron kaise jayega Uska flow kaise hai vo smjho
Real potato
Real potato18h ago
Are ek badhia goc revise krke 30-40 pyq laga de sara clear ho jayega confusion
Abhi
AbhiOP18h ago
True 2024 2025 ke goc pyq kar leta hu Kal hi allen ne booklet bhejo hai pyqs waali chapterwise btw acid are electron acceptor so acid always exert -I effect right @Sephrina
Sephrina
Sephrina17h ago
Yss
Abhi
AbhiOP17h ago
looks like I am finally getting the flow of GOC and stuff
Sephrina
Sephrina17h ago
Yep keep doing it also, close the doubt if you ok ,ping me in gen or dm if you got any other ques
Abhi
AbhiOP14h ago
+solved @Sephrina @silverdew
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