As shown in the following equation, when (R)-1-deuterio-1-butanamine is diazotized with
Chapter 23, Problem 23.3(choose chapter or problem)
As shown in the following equation, when (R)-1-deuterio-1-butanamine is diazotized with nitrous acid in water, the alcohol product formed has the S configuration (D 5 2 H). (a) Give the stereochemical configuration of the diazonium ion formed as an intermediate in this reaction. Draw its structure. (b) What mechanism for reaction of the diazonium ion with water is consistent with the stereochemical result in the preceding equation?
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