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The mass spectrum and carbon-13 NMR for an organic compound are shown - HSC - SSCE Chemistry - Question 12 - 2021 - Paper 1
Question 12
The mass spectrum and carbon-13 NMR for an organic compound are shown. Mass spectrum Relative intensity 120 100 80 60 40 20 0 ... show full transcript
Worked Solution & Example Answer:The mass spectrum and carbon-13 NMR for an organic compound are shown - HSC - SSCE Chemistry - Question 12 - 2021 - Paper 1
Step 1
Which compound could produce the two spectra?
Answer
To determine which compound corresponds to the given mass spectrum and NMR spectrum, we need to analyze the characteristics of both spectra. The mass spectrum shows peaks at m/z ratios of 42, 55, and 98, indicating the presence of specific fragments of the compound. These values can give insight into the molecular structure.
The carbon-13 NMR spectrum indicates the environments of carbon atoms in the compound, where the number of peaks can relate to the number of unique carbon environments.
From the options provided (A, B, C, and D), you should evaluate each structure:
- A. Check whether the molecule can account for the number of different carbon environments and the relevant mass peaks.
- B. Similarly, analyze this structure against the spectral data.
- C. Evaluate this compound for matching mass peaks and carbon environments.
- D. Finally, ensure the accounting of mass fragments and the carbon environments matches.
After careful assessment, the compound that fits the data from both the mass spectrum and the carbon-13 NMR is A.