Compound 1 contains a tetrazole ring (a ring containing
Chapter 15, Problem 15.77(choose chapter or problem)
Compound 1 contains a tetrazole ring (a ring containing four nitrogen atoms), while its constitutional isomer, compound 2, exhibits an azido group (N3). Compounds 1 and 2 rapidly interconvert, and IR spectroscopy provides evidence that the equilibrium greatly favors the tetrazole in this case (J. Am. Chem. Soc. 1959, 81, 46714673). Specifically, the IR spectrum of compound 1 lacks a signal in the region 21202160 cm-1 . Explain why the absence of a signal in this region provides evidence that 1 is favored over 2. N N N N 1 2 N N N N @ !
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