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A compound with molecule formula C4H6O2 shows band at 1170 cm–1 in IR spectrum and peaks at 178, 68, 28 and 22 ppm in 13C NMR spectrum. The correct structure of the compound is:
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'C'. Can you explain this answer?
Most Upvoted Answer
A compound with molecule formula C4H6O2 shows band at 1170 cm–1 ...
The compound with the molecular formula C4H6O2 exhibits specific characteristics that help identify its structure:
  • The infrared (IR) spectrum shows a band at 1170 cm–1, indicating the presence of certain functional groups.
  • In the 13C NMR spectrum, there are peaks at the following chemical shifts:
    • 178 ppm
    • 68 ppm
    • 28 ppm
    • 22 ppm
These spectral features suggest that the compound is likely a simple carboxylic acid or ester. The high-field shifts in the NMR spectrum correspond to carbon atoms in carbonyl and alkyl groups.
Upon analysing the provided structures:
  • Structure A: Shows a different arrangement of carbonyl and alkyl groups.
  • Structure B: Contains functional groups inconsistent with the IR data.
  • Structure C: Aligns with the spectral data, suggesting it has both carbonyl and alkyl functionalities.
  • Structure D: Displays a structure that does not match the expected chemical shifts.
Thus, the correct structure of the compound is C.
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A compound with molecule formula C4H6O2 shows band at 1170 cm–1 ...
B
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