5-Bromouracil, a highly mutagenic compound, is used in cancer chemotherapy. When administe...

5-Bromouracil, a highly mutagenic compound, is used in cancer chemotherapy. When administered to a patient, it is converted to a nucleotide triphosphate and incorporated into DNA in place of thymine, which it resembles sterically. Why does it cause mutations? (Hint: The bromo substituent causes the enol tautomer to be more stable than the keto tautomer.)

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