Enols, like phenols, have pK a values of ~1011. However, the pK a of warfarin, a widely
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Enols, like phenols, have pKa values of ~10–11. However, the pKa of warfarin, a widely used anticoagulant, is 5.0.
(a) Give the structure of the conjugate base of warfarin.
(b) Use resonance arguments to justify the unusually low pKa of warfarin.
(c) What is the predominant form of warfarin—enol or conjugate base—at physiological pH (7.4)?
Transcribed Image Text:
ОН 0 CH- CH₂ CH3 warfarin (Coumadin)
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a b The resonance structures below show that the negativ...View the full answer
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