Q9(c). Structure from IR, NMR and mass spectra: C₁₀H₁₃NO₂
Giving proper explanation, deduce the structure of the organic compound with molecular formula C₁₀H₁₃NO₂ having the following spectral data: IR (cm⁻¹): 3300, 1600; ¹H NMR (δ): 1.32 (t, 3H), 2.10 (s, 3H), 4.02 (q, J = 6 Hz, 2H), 6.8 (d, J = 8 Hz, 2H), 7.4 (d, J = 8 Hz, 2H), 7.9 (br s, 1H); ¹³C NMR (δ): 18, 26, 65, 118, 123, 131, 157, 169; Mass (m/z): 179 (M⁺), 164, 136, 134.
Answer in brief
N-(4-Ethoxyphenyl)acetamide, C₂H₅O–C₆H₄–NHCOCH₃ (para): phenacetin.
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Coversstructure elucidationphenacetincombined spectroscopyNMRdegree of unsaturationnitrogen rule
All parts of Question 9
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- 9(c) Structure from IR, NMR and mass spectra: C₁₀H₁₃NO₂10 marks