Solution Found!
Compound 1 contains a tetrazole ring (a five-membered ring
Chapter 18, Problem 18.68(choose chapter or problem)
Compound 1 contains a tetrazole ring (a five-membered ring containing four nitrogen atoms), while its constitutional isomer, compound 2, exhibits an azido group (!N3). There is evidence that compounds 1 and 2 rapidly interconvert, and exist in equilibrium with one another (J. Am. Chem. Soc. 1959, 81, 46714673). Of the four nitrogen atoms in these compounds, only one of them remains incorporated in a ring in compound 2. Determine whether this nitrogen atom undergoes a change in hybridization state as a result of the isomerization process. Explain. S N N N N S N N N N 1 2 ! @
Questions & Answers
QUESTION:
Compound 1 contains a tetrazole ring (a five-membered ring containing four nitrogen atoms), while its constitutional isomer, compound 2, exhibits an azido group (!N3). There is evidence that compounds 1 and 2 rapidly interconvert, and exist in equilibrium with one another (J. Am. Chem. Soc. 1959, 81, 46714673). Of the four nitrogen atoms in these compounds, only one of them remains incorporated in a ring in compound 2. Determine whether this nitrogen atom undergoes a change in hybridization state as a result of the isomerization process. Explain. S N N N N S N N N N 1 2 ! @
ANSWER:Step 1 of 2
Each nitrogen atom possesses one lone pair of electrons, and one nitrogen atom's lone pair of electrons delocalized to produce the isomer of compound-1, as indicated in the following;
