15. Analytical Techniques:IR, NMR, Mass Spect
Structure Determination without Mass Spect
10:02 minutes
Problem 13b
Textbook Question
Textbook QuestionWhen 2-chloro-2-methylbutane is treated with a variety of strong bases, the products always seem to contain two isomers (A and B) of formula C5H10. When sodium hydroxide is used as the base, isomer A predominates. When potassium tert-butoxide is used as the base, isomer B predominates. The 1H and 13C NMR spectra of A and B are given below. (a) Determine the structures of isomers A and B. (b) Explain why A is the major product when using sodium hydroxide as the base and why B is the major product when using potassium tert-butoxide as the base.
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