Strange results in the undergraduate organic laboratory have led to the admission by a
Chapter 13, Problem 13.12(choose chapter or problem)
Strange results in the undergraduate organic laboratory have led to the admission by a teaching assistant, Thumbs Throckmorton, that he has accidentally mixed some tert-butyl bromide with the methyl iodide. The NMR spectrum of this mixture indeed contains two single resonances at d 2.2 and d 1.8 with relative integrals of 5 : 1. (a) What is the mole percent of each compound in the mixture? (Hint: Be sure to assign each absorption to a compound before doing the analysis.) (b) Which would be more easily detected by NMR: 1 mole percent CH3I impurity in (CH3)3CBr, or 1 mole percent (CH3)3CBr impurity in CH3I? Explain.
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