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Piperazine is an antihelminthic agent (a drug used in the
Chapter 23, Problem 23.79(choose chapter or problem)
Piperazine is an antihelminthic agent (a drug used in the treatment of intestinal worms) that has molecular formula C4H10N2. The proton NMR spectrum of piperazine exhibits two signals. When dissolved in D2O, one of these signals vanishes over time. Propose a structure for piperazine.
Questions & Answers
QUESTION:
Piperazine is an antihelminthic agent (a drug used in the treatment of intestinal worms) that has molecular formula C4H10N2. The proton NMR spectrum of piperazine exhibits two signals. When dissolved in D2O, one of these signals vanishes over time. Propose a structure for piperazine.
ANSWER:Step 1 of 2
This exercise tells us that piperazine is a medicinal agent with molecular formula \(\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{~N}_{2}\). The \({ }^{1} \mathrm{H}\) NMR spectrum of piperazine exhibits two signals. When the NMR sample is prepared in \(\mathrm{D}_{2} \mathrm{O}\), one of these signals gradually vanishes. We're asked to propose a structure for piperazine.
First, note that the molecular formula indicates a hydrogen deficiency index of one. We expect to find either a ring or a double bond in this compound.