NMR and IR Question Got everything from the worksheet except for this one! I nee
ID: 478911 • Letter: N
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NMR and IR Question
Got everything from the worksheet except for this one!
I need to indicate any major things I see from IR sepctrum and 1H & 13C NMR spectrum and come up with a compound structure
Compound D: C10H140 240 220 200 180 60 C DATA. C spectrum is here along the top (ppm) gnore the triplet at 7 This is CHCl 148.28 138.44 127.21 126.56 64.98 33.90 24.02 The peak at 2.3 ppm disappears when D20 is added to the sample E 50 40 20 100 80 60 Infrared Data Table 3346 19 2071 2 420 34 1183 66 642 47 33 35 663 72 383 43 72 816 3094 80 639 74 365 39 057 33 760 52 722 70 30 66 63 1621 74 299 66 10 36 29 3022 49 606 66 289 GB 026 33 700 B2 2960 1513 45 284 66 1017 21 583 50 2929 21 462 32 216 63 944 77 639Explanation / Answer
Molecular formula or some other information about the molecule is needed; however, I will point out major features from the NMR and IR spectrum.
Let us work with the IR spectrum first:
i) The stretches at 3335-3346 cm-1 indicate the presence of –OH group in the molecule. The molecule is possibly an alcohol or an acid.
ii) The stretches at 2871-3064 cm-1 are due to C-H stretches of alkyl groups. The molecule seems to contain an aromatic ring and aromatic C-H stretches occur above 3000 cm-1. The presence of aromatic ring is further confirmed by the stretches between 1420-1683 cm-1 which can be attributed to multiple C=C stretches of the aromatic ring.
iii) The strong stretches between 1057-1101 cm-1 are due to C-O stretches of alcohol groups.
Next look at the 13C NMR:
i) The peaks between 126-148 ppm are due to aromatic carbons.
ii) The peak at 65 is possibly due to alcohol carbon.
The following information can be derived from the 1H NMR:
i) The peak at 2.3 ppm disappears when D2O is added. This further confirms the presence of –OH group in the molecule. Hydroxyl protons can be exchanged with deuterium when D2O is added and thus no peak.
ii) The peaks beyond 7.0 ppm are due to the aromatic protons.
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