Aldol Condensation in Acidic Medium

What is the mechanism of this ??
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20 Replies
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nonu_whaa
nonu_whaa2mo ago
H2SO4 protonates carbonyl oxygen which eventually increases electrophilicity in carbonyl c Uske bad Acetone is tautomerised to become enol then do nucleophile electrophile wala reaction sir also you know that H2SO4 heating in the thing remove water and give unsaturated ketone aise hi baki wale too go under same process iske bad yk dehydration and decarbonyl and fir system tumhara usi ans me ayega benzene with 3 methyl @Prachi hey
Prachi
PrachiOP2mo ago
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Prachi
PrachiOP2mo ago
Iske baad kya karna hai ???
nonu_whaa
nonu_whaa2mo ago
Is it fine I write here or pen paper
Prachi
PrachiOP2mo ago
If you are okay, then pen paper...
nonu_whaa
nonu_whaa2mo ago
Ok lemme see whatever I said is right yaa galat bhi hogaya My discord is abit lagging I'll send you by tomorrow morning Sorry
Prachi
PrachiOP2mo ago
Thank you sir 🙏
Prachi
PrachiOP2mo ago
But, sir, how do we convert this into one another and, also in the third structure how did the ketone come in
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iTeachChem
iTeachChem2mo ago
haha @Enamine bhai? koi vishesh tippani?
nonu_whaa
nonu_whaa2mo ago
enol of acetone attacks protonated acetone heat se water will go from tertiary carbinol centre e1 jaise acetone enol adds to mesityl oxide at the beta c dehydration furnishes the trimeric dieneone the dieneone is protonated at one alkene to give a tertiary allylic carbo cation then a intramolecular attack by other double bond closes ring ring banegi h2so4 converts the cyclohexenone into a tritertiary carbinol through reversible enolization fir wo apni position pakad lete h @Prachi ji
Prachi
PrachiOP2mo ago
Oh, thanks Idea to lag gaya kaise karna hai Kal RT hai to test dene ke baad ek baar firse try karke bataungi ki hua ki nahi...
nonu_whaa
nonu_whaa2mo ago
np prachi ji
Varun_Arora
Varun_Arora2mo ago
Idk why but I've always felt like this reaction is a far stretch steric hindrance ki vajah se you'll get ton of mixed products But yeah I can think of drawing a mech anyways
Varun_Arora
Varun_Arora2mo ago
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Varun_Arora
Varun_Arora2mo ago
Kinda late I know but here you go I’ve kinda skipped some parts so please fill in where you think I’ve not explicitly mentioned something If not, then ask
Fusion
Fusion2mo ago
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Fusion
Fusion2mo ago
This is how you'll approach this Enol form banake aldol karvao Acid is there only to protonate 2 times self aldol then 1 time intramolecular aldol

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