1. An unknown compound X has a molecular formula C13H19NO and produced a [M]+ ion at m/z 205. Its IR spectrum shows significant stretching frequencies at 3298 cm and 1640 cm. The 'H and 1°C NMR spectra of unknown X are shown below:

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Chapter21: Benzene And The Concept Of Aromaticity
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Hi there...can u please answer for question a, b & c. Thanks in advance

1. An unknown compound X has a molecular formula C13H19NO and produced a
[M]+ ion at m/z 205. Its IR spectrum shows significant stretching frequencies at
3298 cm and 1640 cm1. The 'H and 1°C NMR spectra of unknown X are shown
below:
'H NMR
9
15
3
|18
9
6
15
3
PPM
13C NMR
180
160
140
120
80
40
100
PPM
a) State its Index of Hydrogen Deficiency (IHD).
b) Give complete peak assignments for both 'H and 1°C NMR spectra.
c) Predict the structure of the unknown X, based on spectroscopic data given.
Transcribed Image Text:1. An unknown compound X has a molecular formula C13H19NO and produced a [M]+ ion at m/z 205. Its IR spectrum shows significant stretching frequencies at 3298 cm and 1640 cm1. The 'H and 1°C NMR spectra of unknown X are shown below: 'H NMR 9 15 3 |18 9 6 15 3 PPM 13C NMR 180 160 140 120 80 40 100 PPM a) State its Index of Hydrogen Deficiency (IHD). b) Give complete peak assignments for both 'H and 1°C NMR spectra. c) Predict the structure of the unknown X, based on spectroscopic data given.
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