The proton NMR and IR spectra of an unknown compounds is shown on the next page. Using the molecular formula C5H12O, find L a) the index of saturation b) the structure of the unknown compound c) assign the absorption bands to the functional groups in the IR spectrum d) label all peaks in the NMR spectrum, and label the

The proton NMR and IR spectra of an unknown compounds is shown on the next page. Using the molecular formula C5H12O, find L a) the index of saturation b) the structure of the unknown compound c) assign the absorption bands to the functional groups in the IR spectrum d) label all peaks in the NMR spectrum, and label the

Chemistry

10th Edition

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

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Determine the following for the compound C6H15N a.) degrees of unsaturation b.) Assign the principal IR absorption bands above 1500 c.) draw the structure of the compound d.) label the protons on your structure with letters and assign them to peaks on the NMR spectrum.
2. Determine the structure of a molecule (C7H14N2) using the following spectral data. If you need more space, attach another piece of paper. IR: 0.9 0.8 0.7 0.6 0.5 0.4 0.3 0.2 0.1 0.0 4500 4000 3500 3000 2500 2000 1500 1000 Wavenumbers (cm-1) 'H NMR: 8 1.06 ppm (3H, doublet), 1.11 ppm (3H, triplet), 1.72 ppm (2H, quartet), 2.39 ppm (2H, triplet) 2.59 ppm (2H, quartet), 2.63 ppm (1H, sextet), 3.32 (1H, broad singlet) Transmitance
Q2: The proton NMR spectrum is shown for a compound with formula C5H9NO4. The infrared spectrum displays strong bands at 1750 and 1562 cm-1 and a medium-intensity band at 1320 cm-1. The normal carbon- 13 and the DEPT experimental results are tabulated. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 14 ppm Positive No peak No peak 16 Positive 63 Negative No peak 83 Positive Positive 165 No peak No peak Proton spectrum C;H,NO4 0.92 2.01 3.00 3.00 5.0 4.5 4.0 3.5 3.0 25 2.0 1.5 10 0.5 0.0
10. Determine the structures of each compound with the given information. A) CsH12 2.0 1.2 1.8 LEO 40 1.5 160 30 140 1.4 1.20 1.2 100 20 B) C4H6O4 IR Data (format= shape of peak, intensity of peak): 3420 cm' (broad, med.), 2932 cm (broad, strong), 1695 cm (narrow, strong), 1419 cm¹ (narrow, med.), 1311 cm (narrow, med.), 1203 cm' (narrow, strong), and a few other weak peaks between 924- 638 cm¹. 1.0 BO Mu 0.8 10 1 0.5 Soivent 0 www.qq.cong 20
Steps in Spectral Identification: •Identify major peaks in IR spectrum, if any. •Deduce structural fragments for each of the 1H NMR spectral signals. •Give the structure of the compound •Assign the signals in the 1H NMR spectra to specific protons •Assign carbons to the peaks in the 13C NMR spectrum Step 1. Calculate the degree of unsaturation for the unknown. Step 2. Determine the functional group from IR Step 3. Analyzing the MS spectrum Step 4. Analyzing the 1H NMR spectra Determine the number of different kinds of protons Step 5. Analyzing the 13C NMR spectra
Match the four structures with the four IR spectra (by putting a proper letter in the box to the right of each spectrum). Use specific IR absorptions for various functional groups to identify the structures. Circle the important peaks in each spectrum that helped you identify the functional group(s) and label the functional group beside it.
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For each problem, you must: 1) Calculate the degree of unsaturation. -1 2) Assign the principal IR absorption bands above 1500 cm 3) Draw the structure of the compound 4) Label the protons on your structure with letters and assign them to peaks on the NMR spectrum (see the example below). 4.0 C 2H 3.5 3.0 2.5 D 1H 3.0 This peak is a magnified version of this peak A 2.8 2.0 1H B zum 2.6 B 2H Each problem contains the formula of the compound, the IR spectrum (with axes in cm³¹ vs. % transmission), and the ¹H NMR spectrum (with axis in PPM shift). Some NMR spectra show a peak hovering above the baseline. This is a magnified view of one of the actual peaks, to allow you to see splitting more clearly. 1.5 2.4 OHD A 3H 1.0 PPM 0.5
Steps in Spectral Identification: •Identify major peaks in IR spectrum, if any. •Deduce structural fragments for each of the 1H NMR spectral signals. •Give the structure of the compound •Assign the signals in the 1H NMR spectra to specific protons •Assign carbons to the peaks in the 13C NMR spectrum Step 1. Calculate the degree of unsaturation for the unknown. Step 2. Determine the functional group from IR Step 3. Analyzing the MS spectrum Step 4. Analyzing the 1H NMR spectra Determine the number of different kinds of protons Step 5. Analyzing the 13C NMR spectra