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7. C3H8O2 100- 80 4a00 3580 30ee 25a0 2002 15ea 1aee 3H 4H Hint: This is a singlet 1H 12 11 2 PPM Degree of Unsaturation: Proposed Structure: 220 200 180 160 140 120 100 60 40

7. C3H8O2 100- 80 4a00 3580 30ee 25a0 2002 15ea 1aee 3H 4H Hint: This is a singlet 1H 12 11 2 PPM Degree of Unsaturation: Proposed Structure: 220 200 180 160 140 120 100 60 40

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter6: Alkanes & Alkenes
Section: Chapter Questions
Problem 23E: up an example (not appearing in this ChemActivity) of a pair of molecules that are a)constitutional...
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7. C3H8O2 100 80 6a 40- 20- 0- 3500 25a0 200e 15ea 10e0 4000 3000 3H 4H Hint: This is a singlet 1H 12 11 10 2 PPM Degree of Unsaturation: Proposed Structure: 220 200 100 160 120 100 BO 60 40 20 Ppm 1217 TIST LTDT 6891
Transcribed Image Text:7. C3H8O2 100 80 6a 40- 20- 0- 3500 25a0 200e 15ea 10e0 4000 3000 3H 4H Hint: This is a singlet 1H 12 11 10 2 PPM Degree of Unsaturation: Proposed Structure: 220 200 100 160 120 100 BO 60 40 20 Ppm 1217 TIST LTDT 6891
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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