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- Halogenated compounds are particularly easy to identify by their mass spectra because both chlorine and bromine occur naturally as mixtures of two abundant isotopes. Recall that chlorine occurs as 35Cl (75.8%) and 37Cl (24.2%); and bromine occurs as 79Br (50.7%) and 81Br (49.3%). At what masses do the molecular ions occur for the following formulas? What are the relative percentages of each molecular ion? (a) Bromomethane, CH3Br (b) 1-Chlorohexane, C6H13Clm. LOCH 3 12 H2O2 HzSO4 c n. CN NHz HNO3 Pd/C HzSO4 0. NBS HzOz Δ p. NBS ', HzOz Br Δ1. Which one of the given compounds is consistent with the mass spectrum below? 100 40 20 10 20 25 30 35 40 5o 55 45 60 65 70 75 m/z Courtesy of SDBS: National Institute of Advanced Industrial Science and Technology A. CH,CH,CH(CH,), В. CH,CHOHCH,CH, C. CH,CH,OCH,CH, D. CH,CH,NHCH,CH, E. CH,CH,CH,CH, Relative htensity
- 14. Match the compounds to the spectra. 3 CH30 ÓH CH,CH3 you NHCH3 H3C H b. a. PPM PPM с. PPM d. PPM е. f. PPM PPM 4 3 12 10 g. PPM PPMAssign each mass spectrum to the molecule on the list. Write down the molecule that corresponds to the main fragments. 1. 60 80 100 0 20 80 m/z B. Jadi 71 100 0 20 00 10 40 miz m/z D. MY. -Taut A. C. 8 22. In a mass spectrum of a compound, the following data (intensity) is given. M+ = 80, M+ +1 = 8.8, M+ +2 = 26. This compound will have carbons and will contain a a. 8, sulfur b. 9, silicon c. 10, chlorine d. 11, bromine
- 2) One of the rules in determining molecular formulas from mass spectroscopy is the nitrogen rule. a. Below are four different molecules containing nitrogen. Write the molecular formula and then determine what the expected m/z is. Molecular formula: m/z: OH NH2 NH2 ∞eç NH HN. NH₂ NH₂ b. What pattern do you notice relating the number of nitrogens to the mass of each molecule? Based on this pattern, write the nitrogen rule in your own words.3. A molecule with three types of atoms has the mass spectrum shown below. The molecular ion peak has an intensity of 23 and the (M+1)* peak has an intensity of 1.3. What is the molecular formula for this compound? 100- |72 80- 44 60- 40- 2어 20 30 40 50 m/z 10 60 70 80 90 Relative IntensityAssign each mass spectrum to the molecule on the list. Write down the molecule that corresponds to the main fragments. 43 57 29 0 100 2. A. C. 20 27 20 43 41 40 41 40 m/z 60 m/z 58 60 90 دو 100 B. . 20 27 40 miz 160 80 من Hr 86 100
- The mass spectrum below corresponds to acetone (C,H,O). What is the likely chemical composition of the ion that generates the tallest peak in the spectrum? A CH; B C₂H₂O* C C₂H₂0 D CO* Adve MALUPECTUR 14Assign each mass spectrum to the molecule on the list. Write down the molecule that corresponds to the main fragments. 58 31 31 41 43 IL 10 50 20 60 80 3. A. m/z C. 20 20 31 30 miz 43 41 40 m/z 40 60 80 B. 0D10) 1.Give an advantage and a disadvantage of the spectra obtained from an electron impact (EI) mass spectrometer? 2. What is the base peak in an electron impact mass spectrum? Name one property of the positive fragment that gives rise to this signal? 3. Explain why the mass-to-charge ratio of ions in the EI mass spectrometer are usually equal to the masses of the ions
