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(a)
Interpretation:
The fragmentation mechanisms for the observation of strong peak at
Concept introduction:
The EI mass spectrum is one of the types of mass spectrum in which an organic compound is vaporized and is analyzed by the bombardment with high energy electrons. When high energy passes by the molecule, it ejects an electron. The molecule results in the formation of the radical cation. This radical cation is then fragmented into small pieces. The rate of fragmentation depends upon the stability of the radical cation.
(b)
Interpretation:
The fragmentation mechanisms for the observation of strong peak at
Concept introduction:
The EI mass spectrum is one of the types of mass spectrum in which an organic compound is vaporized and is analyzed by the bombardment with high energy electrons. When high energy passes by the molecule it ejects an electron the molecules results in the formation of the radical cation. This radical cation is then fragmented into small pieces and rate of fragmentation depends upon the stability of the radical cation.
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Chapter 20 Solutions
EBK ORGANIC CHEMISTRY
- The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. One appears at m/z = 111 and the other appears at m/z = 97. Determine the identity and structure of each of these fragmentsarrow_forwardThe mass spectrum of 1-propanol shows a large peak at m/z=31. Draw the structure of the fragment and explain why it is particularly stable.arrow_forwardIndicate two basic differences that exist between the spectra of 1H y 13C in NMR.arrow_forward
- Draw the structure of the important peaks in the mass spectrum of C9H8O (unsaturation = 6) Major Peaks: m/z = 132, 103, 77, 53arrow_forwardThe 'H NMR spectrum of 1,2-dimethoxyethane (CH;OCH,CH2OCH3) recorded on a 300 MHz NMR spectrometer consists of signals at 1017 Hz and 1065 Hz downfield from TMS. (a) Calculate the chemical shift of each absorption. (b) At what frequency would each absorption occur if the spectrum were recorded on a 500 MHz NMR spectrometer?arrow_forwardThe 1H NMR spectrum of 1,2-dimethoxyethane (CH3OCH2CH2OCH3) recorded on a 300 MHz NMR spectrometer consists of signals at 1017 Hz and 1065 Hz downfield from TMS.(a) Calculate the chemical shift of each absorption. (b) At what frequency would each absorption occur if the spectrum were recorded on a 500 MHz NMR spectrometer?arrow_forward
- The mass spectrum of 2,2-dimethylpropane shows only a very weak molecular ion peak at m/z = 72. However, a large peak at m/z = 57 is seen. Suggest a possible structure of the fragment giving rise to this large peak and suggest a reason as to why this peak is so large.arrow_forward(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 Intensityarrow_forwardA low-resolution mass spectrum of the neurotransmitter dopamine gave a molecular ion at m/z = 153. Two possible molecular formulas for this molecular ion are C8H11NO2 and C7H11N3O. A high-resolution mass spectrum provided an exact mass at 153.0680. Which of the possible molecular formulas is the correct one?arrow_forward
- The electron ionization (EI) mass spectrum of 2-hexanone (C6H12O, molecular weight 100.16) is shown below. Draw the structure responsible for the signal at m/z 58 and name the fragmentation mechanism involved.arrow_forwardThe mass spectrum of compound B is shown below. 100 180 80 181 77 В 182 20 104 25 50 75 100 125 150 175 200 m/z (i) Identify the molecular ion peak of compound B. (ii) Explain the peak at m/z 182 in terms of intensity. (iii) Explain the formation of the other labelled fragments (m/z 180, 104 and 77). Relative Intensityarrow_forwardWhen the 1î-NMR spectrum of acetone, CH3COCH3, is recorded on an instrument operating at 200 MHz, a single sharp resonance at 2.1î is seen. (a) How many hertz downfield from TMS does the acetone resonance correspond to? (b) If the 1î-NMR spectrum of acetone were recorded at 500 MHz, what would the position of the absorption be in î units? (c) How many hertz downfield from TMS does this 500 MHz resonance correspond to?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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