Sir, please compare btw 1 and 2, and explain which is more acidic
Asked by jaychandran1967
13th September 2018,
12:02 PM
Answered by Expert
Answer:
1) As we know acids are acidic hence the Hydrogen 4 is of a carboxylic acid will be the most acidic proton.
2) Then the Hydrogen 3 of the phenolic group will be the 2nd most acidic proton as it has 5 resonating structures to stabilize.
3) In the case of Hydrogen 1 and 2, they both present on are unsaturated carbon, hence their acidity is decided on the %s-character they have.
4) Alkene = sp2 hybridisation= % s-character = 33%
Alkyne = sp hybridisation =% s-character = 50%
Hence more the %s-character more is the stability of negative charge hence more the proton is acidic.
Therefore hydrogen 2 is more acidic than hydrogen 1.
The order of decreasing order of acidity of protons will be
Hydrogen 4 > Hydrogen 3 > Hydrogen 2 > Hydrogen 1
Answered by Expert
14th September 2018,
11:38 AM
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