Question

Draw the skeletal structure of the unknown compound

Information: Each spectra below was obtained from a pure compound. Mass Spectrum parent peaks (M) are listed for all examples. IR peaks listed are strong (s) unless otherwise indicated for signals above 1500 cm H NMR Spectra, the integral is given in number of hydrogens (#H) or as a relative ratio. Important coupling constants (-values) are listed next to the peaks for some examples. For some spectra, an inset (grey box) is also given showing a "zoom-in" on an important part of the spectrum. Mass Spectrometry (not shown): [M] 93 m/z Infrared Spectroscopy (not shown): 3354, 3037 cm HNuclear Magnetic Resonance. m m m 0 8 7 2H 1H 2H 5 2H 3 2 PPM C Nuclear Magnetic Resonance. 140 120 100 80 PPM 160 60 40

Answer 1

The compound name is Aniline and it's structure is

NH2

IR:

3354 cm-1 is an indication of amine N-H stretch

3037 cm-1 is an indication of aromatic =C-H stretch

Mass: base peak given at m/z 93.

Complete HNMR & CNMR assignemnts are

HNuclear Magnetic Resonance. Cb b - NH2 a d d m 2 2H 2H1H 2H PPM "C Nuclear Magnetic Resonance. 3 2 3 2 1 1 4 -NH2 4 2 160 140 20 120 100 60 80 PPM O

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