Deprotonation

What exactly is going on here
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8 Replies
iTeachChem Helper
@Dexter
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Nimboi
NimboiOP5d ago
The OMe group seems to be making some weird permutation of resonance structures
Opt
Opt5d ago
OMe is becoming a source of cross conjugation for the conjugate base. Basically (or rather, acidically), once you remove a proton from the active methylene, you wanted much electron density on the carbon getting delocalised right? But, if you have OMe's on the other side, they're providing electron density to the carbonyl group, so the carbonyl groups can't pull away as much of the carbanion negative charge as before. Hence, less stable conjugate base, less acidic species.
Dexter
Dexter5d ago
Sabse zyada -M matlab acid ke Hydrogen lene ke Baad jo anion banega wo sabse zyada stable which means that it'll be easiest to form Ome + M bhi dega soo yeah normal carbonyl wins
iTeachChem
iTeachChem5d ago
ester hai
Nimboi
NimboiOP5d ago
ahhh yeahh makes sense i love 2023 organic thanks guys +solved Opt Dexter
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