Tautomeric Ratios Requiring Computation Maleic Hydrazide

Tautomeric Ratios Requiring Computation Maleic Hydrazide  

The measured values for uracil [21] are -7.32 and -2.98 since the dication of 32 deprotonates to give an identical pK while that of 33 is much higher, the major deprotonation pathway of 31 must be 31d - 31b - 31a. No correction of OMe - OH for either 32 or 33 is needed since, in both cases, OMe is remote from the site of protonation. Hence, pK -5.84 is also expected for 31d- 31c and pK 4.46 for 31c 31a follows by difference. The monocations 32b and 33b deprotonate to give identical piC values, which however require slightly different correction factors [3] to yield those of the OH tautomers 31b and 31c, since while the first is an amide cation the second is that of a urea this however is beyond the scope of this discussion. 

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Tautomeric Ratios Requiring Computation "Maleic Hydrazide I 19... 

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