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Logic Puzzle #22: The Art of Uncovering the Molecular Formula

October 21, 2011

It is fairly route for an elucidator investigating an unknown compound to relate data from multiple spectroscopies. This puzzle aims at establishing a molecular formula from a set of spectroscopic data.

For an unknown organic, a ESI(neg.)-ToF mass spectrum for a singly-charged species and a 13C NMR spectrum are supplied below. In addition, the 1H NMR and 1H-13C HSQC spectra (not shown) indicate a ratio of 5 CH: 1 CH2: 1 NH. What is the molecular formula for the unknown compound?

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