Mass SpectrometryPROBLEM SET II

1
Mass Spectrometry PROBLEM SET II

• This set of mass spectra introduce spectra of
  compounds with multiple functionality
• To help with the identification, IR and sometimes
  UV data will be given to assist identification of
  the unknown.

2
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 130 (5.8), M1 (0.4) UV lmax
  244, log e 3.8

3
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (CCl4) UV lmax 244, log e 3.8

4
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 136 (75.0), M1 (6.8) UV lmax
  244, log e 3.8

5
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (film) UV lmax 220, log e 4.1 lmax 280,
  log e 4.2

6
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 136 (57.8) M1 (5.1), no UV
  data available

7
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (KBr)

8
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 156 (70.8), M1 (5.6), M2
  (23.0)

9
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (KBr) UV lmax 230.7, log e 3.7, lmax 281,
  log e 2.9

10
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 84 (1.6), M1 (0.2)

11
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (film) no UV data

12
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 135 (9.5), M1 (1.2)

13
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (film) UV unavailable

14
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 100 (4.3), M1 (0.3)

15
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (film) UV unavailable

16
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 183 (51.0), M1 (4.3)

17
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (KBr) UV unavailable

18
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 124 (87.1), M1 (6.9)

19
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (film) UV unavailable

20
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• Mass Spectrum M 168 (2.5), M1 (0.3), M2 (0.9)

21
Mass Spectrometry PROBLEM SET II

• For the following compounds, determine the best
  possible structure that gives each of the
  following mass spectra
• FTIR (KBr)

22
Mass Spectrometry PROBLEM SET II

• Answers
• ethyl acetoacetate
• p-anisaldehyde
• 3-hydroxyacetophenone
• o-chlorobenzoic acid
• 1-pentyn-3-ol
• N-ethylbenzylamine
• vinyl propionate
• 3-nitrosalicylic acid
• guiacol (2-methoxyphenol)
• 3-chloropropiophenone (Cl on the chain)