The identity of a carbonyl-containing compound has been narrowed down to three possibilities: acetamide (ethanamide), acetone (p
ropanone), or 1,1,1-trichloropropanone. 1h nmr and ir spectral data for the compound are given below. determine the structure, and thus the identity, of the compound that gives the observed data.
1 answer:
I have provided a pair of spectra, NMR and IR for one of the compounds in the question.
The NMR spectrum provides the least information, as there is only a single peak that is a singlet. All three compounds have a methyl group adjacent to a carbonyl that would appear as a singlet. However, the chemical shift is closer to 3 ppm which suggests it is being deshielded further compared to a standard carbonyl which would appear at 2 ppm. This suggests the structure is most likely 1,1,1-trichloropropanone.
Looking at the IR spectrum, we see the carbonyl stretch at approximately 1750 cm⁻¹. We also see the presence of strong stretches at 750 and 850 cm⁻¹ which are very characteristic of a C-Cl stretch. Therefore, there is enough evidence to suggest that these spectra correspond to 1,1,1-trichloropropanone.
The NMR spectrum provides the least information, as there is only a single peak that is a singlet. All three compounds have a methyl group adjacent to a carbonyl that would appear as a singlet. However, the chemical shift is closer to 3 ppm which suggests it is being deshielded further compared to a standard carbonyl which would appear at 2 ppm. This suggests the structure is most likely 1,1,1-trichloropropanone.
Looking at the IR spectrum, we see the carbonyl stretch at approximately 1750 cm⁻¹. We also see the presence of strong stretches at 750 and 850 cm⁻¹ which are very characteristic of a C-Cl stretch. Therefore, there is enough evidence to suggest that these spectra correspond to 1,1,1-trichloropropanone.
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