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Which among the following has the most acidic hydrogen?/? 1. 3-Hexanone 2. 2,4-Hexanedione 3. 2,5-Hexanedione 4. 2,3-Hexanedione help me & pls help me know the concept that is used in here plzzzz

Which among the following has the most acidic hydrogen?/?

1. 3-Hexanone
2. 2,4-Hexanedione
3. 2,5-Hexanedione
4. 2,3-Hexanedione

help me & pls help me know the concept that is used in here plzzzz

Grade:12

4 Answers

PRIYANKA TATA ASKIITIAN
78 Points
11 years ago

the concept here is that the hydrogen attached to the carbon experiencing more -I effect....is more acidic..

priyanka tata

vikas askiitian expert
509 Points
11 years ago

surely option 2 is correct ...

for this remove alfa hydrogens attached to C=0 group ...now more C=0 group will give more EWD effect &

thus stabilize carbanion ...

in 2nd case , alfa hydrogen on carbon bw two C=0 groups is highly acidic ...both groups are very close to carbon &

hence produce high inductive as well as high resonance effect thus stablize carbanion...

RAQEEB SULTAN
11 Points
4 years ago
I think when we are removing H from Alfa carbon it forms carbonation instead of carbanion plz clear sir
Rishi Sharma
askIITians Faculty 646 Points
2 years ago
Dear Student,
Please find below the solution to your problem.

2,4 Hexanedione has most acidic hydrogen this is because the Carbanion left after the removal of H+ is resonance.
645-657_0001.PNG

Thanks and Regards

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