For the following problems given spectral data and the chemical formula: 1) Determine the degree of unsatuaration using the unsaturation rules above and list it in the appropriate box: 2) Label important absorption bands directly on the IR spectra 3) Identify and label all signals directly on the 1H NMR and or 13C NMR spectra (make sure to use Ha, Hb, Ca, Cb, etc... Remember TMS shows up as a singlet at 0 ppm for both the 1H and the 13C NMR CDCI3 (solvent) sometimes shows up as a triplet around 77pm in a 1°C NMR 4) Propose a structure for the compound that matches 1-3 above (If your structure has more than four degrees of unsaturation it's quite likely to have an aromatic ring). Draw the SKELETAL structure in the proposed structure box.

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SPECTROSCOPY DRY LAB
General Formula to calculate the degree of unsaturation:
#C atoms - (#H atoms/2) + 1
Example: Benzene (C6H6) 6 - (6/2) + 1 = 4
Rules for calculating unsaturation with organic compounds that contain heteroatoms
(halogen, O, S, N)
Rule 1) Replace any halogens with hydrogens
Example: CH3B change to CH4 and then calculate 1- (4/2) + 1 = 0
Rule 2) Ignore any O or S atoms in the compound
Example: Phenol (C6H5OH) calculate for C6H6 6- (6/2) + 1 = 4
Rule 3) Subtract a H for every Nitrogen present
Example: Aniline (C6H5NH2) calculate for C6H6 6- (6/2) + 1 = 4
For the following problems given spectral data and the chemical formula:
1) Determine the degree of unsatuaration using the unsaturation rules above and list it in the
appropriate box:
2) Label important absorption bands directly on the IR spectra
3) Identify and label all signals directly on the 1H NMR and or 13C NMR spectra (make sure to
use Ha, Hb, Ca, Cb, etc...
Remember TMS shows up as a singlet at 0 ppm for both the 1H and the 13C NMR
CDCI3 (solvent) sometimes shows up as a triplet around 77pm in a 1°C NMR
4) Propose a structure for the compound that matches 1-3 above (If your structure has more
than four degrees of unsaturation it's quite likely to have an aromatic ring). Draw the
SKELETAL structure in the proposed structure box.
Transcribed Image Text:SPECTROSCOPY DRY LAB General Formula to calculate the degree of unsaturation: #C atoms - (#H atoms/2) + 1 Example: Benzene (C6H6) 6 - (6/2) + 1 = 4 Rules for calculating unsaturation with organic compounds that contain heteroatoms (halogen, O, S, N) Rule 1) Replace any halogens with hydrogens Example: CH3B change to CH4 and then calculate 1- (4/2) + 1 = 0 Rule 2) Ignore any O or S atoms in the compound Example: Phenol (C6H5OH) calculate for C6H6 6- (6/2) + 1 = 4 Rule 3) Subtract a H for every Nitrogen present Example: Aniline (C6H5NH2) calculate for C6H6 6- (6/2) + 1 = 4 For the following problems given spectral data and the chemical formula: 1) Determine the degree of unsatuaration using the unsaturation rules above and list it in the appropriate box: 2) Label important absorption bands directly on the IR spectra 3) Identify and label all signals directly on the 1H NMR and or 13C NMR spectra (make sure to use Ha, Hb, Ca, Cb, etc... Remember TMS shows up as a singlet at 0 ppm for both the 1H and the 13C NMR CDCI3 (solvent) sometimes shows up as a triplet around 77pm in a 1°C NMR 4) Propose a structure for the compound that matches 1-3 above (If your structure has more than four degrees of unsaturation it's quite likely to have an aromatic ring). Draw the SKELETAL structure in the proposed structure box.
8. C3H140
100
Hint: Peaks just
80-
above 3000 cm
not labeled
48-
20-
4gae
Isae
3800
2500
2000
15e0
1800
3H
зн
3H
2H
2H
1H
Degree of Unsaturation:
5.4 5,2 5.0 4.6 4.6 4.4 4.2 PPM
2.4
2.2
2.0
1.8
1.6
1.4 PPM
Proposed Structure:
1358. 86
Transcribed Image Text:8. C3H140 100 Hint: Peaks just 80- above 3000 cm not labeled 48- 20- 4gae Isae 3800 2500 2000 15e0 1800 3H зн 3H 2H 2H 1H Degree of Unsaturation: 5.4 5,2 5.0 4.6 4.6 4.4 4.2 PPM 2.4 2.2 2.0 1.8 1.6 1.4 PPM Proposed Structure: 1358. 86
Expert Solution
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We are given IR spectrum, 1H NMR spectrum and C-13 NMR spectrum for the unknown molecule. 

Chemical formula of the molecule = C8H14O

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