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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

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

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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.
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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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