12. An Organic Compound with the Following Spectra (you need to determine what atoms are present) Wavelength (am) 2,5 2,6 27 28 29 3 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 I800 1600 1400 1200 1000 800 600 Wavenumber (em) %3D

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12. An Organic Compound with the Following Spectra (you need to
determine what atoms are present)
2,5 2,6 2,7 28 29 3
3,5
Manclength (am)
IS 16
4.5
10
%3D
12
13
14
4000 3800 3600
3400
3200 3000 2800
2600
2400
2200
2000
1800
1600
1400
1200
1000
800
600
Wavenumber (em
100
44
72
50
20
40
60
80
100
mlz
3H,t
2H,m
1H, t
2H,m
10
PPM
200
180
160
140
120
100
80
60
40
20
pom
Proposed Structure:
Degree of Unsaturation:
Relative abundance
Transcribed Image Text:12. An Organic Compound with the Following Spectra (you need to determine what atoms are present) 2,5 2,6 2,7 28 29 3 3,5 Manclength (am) IS 16 4.5 10 %3D 12 13 14 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 Wavenumber (em 100 44 72 50 20 40 60 80 100 mlz 3H,t 2H,m 1H, t 2H,m 10 PPM 200 180 160 140 120 100 80 60 40 20 pom Proposed Structure: Degree of Unsaturation: Relative abundance
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.
Expert Solution
Description

 

The structure I have elucidated as per the given experimental data is butanal.

Chemistry homework question answer, step 1, image 1

 

C4H8O

Degree of unsaturation = 4-82+1= 1Molecule has one degree of freedom.

That is the C=O double bond.

 

 

 

 

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