4. The pka of the most acidic CH₂ group in each of the following compounds was measured in DMSO as solvent (reference: J. Org. Chem. 1981, 46, 4327-4331.) 14 2 3 a' a'r ar C=N 22 pKa (in DMSO) 23 27 Given the pka data above, propose an explanation why compound 1 is more acidic than compound 3.

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4. The pka of the most acidic CH₂ group in each of the following compounds
was measured in DMSO as solvent (reference: J. Org. Chem. 1981, 46,
4327-4331.)
O
MA
1
14
2
ARC
-CEN
-
22
pKa
(in DMSO)
3
3
23
4
-
Given the pka data above, propose an explanation why compound 1 is more
acidic than compound 3.
27
N
Transcribed Image Text:4. The pka of the most acidic CH₂ group in each of the following compounds was measured in DMSO as solvent (reference: J. Org. Chem. 1981, 46, 4327-4331.) O MA 1 14 2 ARC -CEN - 22 pKa (in DMSO) 3 3 23 4 - Given the pka data above, propose an explanation why compound 1 is more acidic than compound 3. 27 N
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