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    MS, IR, & NMR spectrum of an unknown compound

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    You are given a description and 3 spectrum of an unknown compound and you are asked to identify it based off of the MS, IR, & NMR spectrum. All work must be shown.

    The problem is in the attachment below

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    Solution Preview

    Using the clue that (CH3)3C+. is responsible for m/e = 57, we will surmise that the compound contains this group.
    This is a tertiary cation, which is among the most stable carbocations. That what makes it such an intense peak.
    The clue given in the MS is that the molecular ion would be 99 + 15 = 114 (where CH3 = 15). Since the ...

    Solution Summary

    MS, IR, & NMR are used to elucidate the structure of an unknown compound. All work and reasoning are shown.