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Ketones

1HNMR

In 1H NMR spectroscopy, ketones exhibit characteristic proton signals influenced by the electron-withdrawing effect of the carbonyl group (C=O). Protons on carbons adjacent to the carbonyl (α-protons) are deshielded and typically appear in the range of 2.1–2.6 ppm, while protons on carbons further removed (β-protons and beyond) resonate upfield, usually between 1.0–1.8 ppm, depending on their distance from the carbonyl. For example, in 3-pentanone, the symmetry of the molecule results in a simple spectrum: the methylene protons (CH2) adjacent to the carbonyl appear as a quartet near 2.4 ppm, coupled to the terminal methyl protons (CH3), which appear as a triplet around 1.0 ppm.

 

13CNMR

In 13C NMR spectroscopy, the carbonyl carbon of ketones is highly deshielded and appears prominently in the range of 190–220 ppm. The α-carbons typically resonate near 30–50 ppm, while β-carbons and beyond appear further upfield, around 10–30 ppm. In 3-pentanone, the carbonyl carbon appears near 210 ppm, the α-methylene carbons around 40 ppm, and the terminal methyl carbons near 10 ppm. The simplicity of 3-pentanone's 1H and 13C NMR spectra, due to its symmetry, makes it an excellent example for understanding the NMR features of ketones. Below are the 1H NMR and 13C NMR spectra for 3-pentanone, illustrating these trends.