1. (Chapter 13 - Q57) The H and 1C NMR spectra of compound A, CaH9Br are sho below. Answer the following questions. Chem. Rel. shift area 1.20 3.00 2.58 2.00 2.00 2.00 707 7.39 TMS 10 O ppm 4 Chemical shift (8) TMS 200 180 160 140 120 100 Chemical shift (8) O ppm 20 1(a) Degree of the unsaturation of this compound is - 1(b) The derived unsaturation number indicates that compound has . a(c) Two peaks in between 6.5 - 8.0 0 indicate that compound is 1(d) According to the splitting pattern of the peak at 1.20 d and 2.58 ð indicates that compound has a. - group= 1(e) According to the H NMR spectrum the number of nonequivalent aromatic prot sets in the compound - 1(1) According to the 19C NMR, the number of nonequivalent carbons in the compou 1(g) According to your answer in Q 1(f) the compound has a plane of symmetry Yes a NO = 1(h) The IUAC name for this unknown compound is = Intensity- Intensity

1. (Chapter 13 - Q57) The H and 1C NMR spectra of compound A, CaH9Br are sho below. Answer the following questions. Chem. Rel. shift area 1.20 3.00 2.58 2.00 2.00 2.00 707 7.39 TMS 10 O ppm 4 Chemical shift (8) TMS 200 180 160 140 120 100 Chemical shift (8) O ppm 20 1(a) Degree of the unsaturation of this compound is - 1(b) The derived unsaturation number indicates that compound has . a(c) Two peaks in between 6.5 - 8.0 0 indicate that compound is 1(d) According to the splitting pattern of the peak at 1.20 d and 2.58 ð indicates that compound has a. - group= 1(e) According to the H NMR spectrum the number of nonequivalent aromatic prot sets in the compound - 1(1) According to the 19C NMR, the number of nonequivalent carbons in the compou 1(g) According to your answer in Q 1(f) the compound has a plane of symmetry Yes a NO = 1(h) The IUAC name for this unknown compound is = Intensity- Intensity

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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¹3C NMR Spectrum (CDCI, 25MHz, ¹ H decoupled, solvent signals removed for clarity) Not sure how to interpret this C NMR. The molecular formula is C9H100 200 13C NMR Spectrum (CDCI3, 25 MHz, ¹H decoupled, solvent signals removed for clarity) d S 180 160 140 120 Ć 100 ppm 80 60 40 20 0
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Identify the compound from the compound bank based on the NMR data.
2. (Chapter 13 - Q58b) The compound whose H NMR spectrum is shown has the molecular formula C7H7B1. Follow the following questions to predict the unknown structure. Chem. shift Rel. area 2.31 1.50 701 1.00 7.35 1.00 TMS 10 7 6 O ppm 4 3 2 Chemical shift (8) e20s Cenge leaming 2(a) Degree of the unsaturation of this compound is= 2(b) The two distinct peaks in the aromatic region of the H NMR indicate that compound is .disubstituted = 2(c) The splitting pattern of the peak at 2.31 ő is = 2(d) The group that corresponds to the splitting pattern in 1(c) is = 2(e) This compound has the plane of symmetry Yes or No = 2(f) The name of the unknown compound = Intensity
Please identify Molecule A, formed from the reaction shown, from the 13C NMR spectra shown. All peaks below are single peaks (no overlapping peaks). Inset is an expansion of the downfield section of the spectra.
3. (Chapter 13 - Q58c) The compound whose H NMR spectrum is shown has the molecular formula C3H9B1. Follow the following questions to predict the unknown structure. Chem. Rel. shift area 3.16 1.00 3.56 1.00 1.00 1.50 Z18 729 TMS 10 O ppm Chemical shift (8) ng 3(a) Degree of the unsaturation of this compound = 3(b) The two peaks at 3.16 8 and 3.56 ő indicate two triplets Yes or NO = 3(c) The compound has 2 CH2 groups Yes or No = 3(d) Depending on the two triplets' chemical shifts one of the CH2 may have attached to the Br, Yes or No = 3(e) The multiplet at 7.18 õ to 7.29 õ indicate that compound is. disubstituted benzene - 3(f) The name of the unknown compound is = Intensity
*16. The following compound is a carboxylic acid that contains a bromine atom: CH,0,Br. The peak at 10.97 ppm was moved onto the chart (which runs only from 0 to 8 ppm) for clarity. What is the structure of the compound? 1000 800 600 400 200 0 CPS- 500- -400 300 200 100 O CPS 1H NMR 60 MHz 250 200 -150- -100 50 100 80 60 40 20 Integral = 3 50 40+ 30 20 10- C.H-O,Br Integral = 1 Integral = 1 Integral = 2 %3D O PPM 1.0 2.0 3.0 4.0 5.0 7.0 6.0 8.0
2. Circle the molecule below that matches the 'H NMR spectrum. 2.0 1.0 6.0 3.0 lle 3.0 2.5 2.0 1.5 1.0 0.5 0.0 Ō (ppm) re Br Br
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Can you interpret the CNMR any further?
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