Propose a molecular formula for a compound that has the following mass spectra. Show your working- m/z intensity 170.0 39.2 171.0 3.1 172.0 38.1 173.0 2.9 100- 880 8 Relative Intensity 40 20 0 MS-NU-9353 25 50 75 100 m/z 125 150 175

Construct a simulated proton-decoupled ¹³C NMR spectrum for tert-butylamine. Drag the resonance signal to the appropriate chemical shift positions. Then label the box above each signal with the expected splitting if there were no proton decoupling. The splitting abbreviations are s = singlet, d = doublet, t = triplet and q = quartet. Answer Bank d t O □ d 9 120 80 220 Incorrect 9 200 S 180 160 140 100 60 40 20 CH3 H3C-C-NH₂ CH3 0

The mass spectrum of an unknown compound has a molecular ion peak with a relative intensity of 52.18% and an M+1 peak of 3.37%. How many carbon atoms are in the compound? (Fill in an integer number)

The mass spectrum of Compound C is shown below: Draw the most likely species responsible for the signals at m/z 91.

T 200 180 160 140 120 100 80 60 40 20 0 8 ppm This spectra is mostly likely to be which compound below? Butan-1-ol Butan-3-ol Butan-2-ol 2-methylprop-2-ol

(a) Based on the mass spectrum shown below, 100 73 LOH 80 - A 58 20 - 100 10 20 30 40 50 60 70 80 90 100 110 m/z (i) identify the molecular ion peak of compound A. (ii) explain how the labelled fragments are formed. Relative Intensity

Which of the following structures corresponds to the mass spectrum shown below? Relative Intensity 100 80- 60 40 20 MS-NW-0358 0-mt 20 40 CI 60 80 100 120 m/z 140 160 180 M+ = 216 200 220

Identify the following in the given IR Mass spectrum. Compound 1 Mass Spectroscopy: Interpretation of peaks: Compound 1 Mass Spectroscopy: MASS SPECTRUM 100 80 60 40 20 0.0- 10 20 30 40 50 60 70 m/z Interpretation of peaks: Rel. Intensity

Draw the most likely ion fragment for the signals at m/z 111, 139, and 156.