One way to determine the number of acidic hydrogens in a molecule is to treat the compound

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One way to determine the number of acidic hydrogen’s in a molecule is to treat the compound with NaOD in D20, isolate the product, and determine its molecular weight by mass spectrometry. For example, if Cyclohexanone is treated with NaOD in D20, the product has MW = 102. Explain how this method works.

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