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2H ¹H NMR Spectrum of Propyl Acetate CH3-CH₂-CH₂-0- 3H 2H Chemical Shift (ppm) 1.5 -CH₂ 3H TMS Calibration Standard (0.00 ppm)

2H ¹H NMR Spectrum of Propyl Acetate CH3-CH₂-CH₂-0- 3H 2H Chemical Shift (ppm) 1.5 -CH₂ 3H TMS Calibration Standard (0.00 ppm)

Chemistry
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
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Assume the mass of propyl acetate obtained in this experiment is 10.00 grams.
Nuclear Magnetic Resonance Analysis of Esters Esters are a class of organic compounds whose structures lend themselves well to being confirmed by nuclear magnetic resonance (NMR). The structure of methyl propanoate, a common ester, shows the following proton NMR chemical shifts and splitting patterns for its three sets of hydrogens. NMR for Methyl Propanoate CH3 CH₂ These three hydrogens give a signal centered at 5 1.1 and split into a triplet (by the neighboring CH2 group). These two hydrogens give a signal centered at ō 2.3 I split into a quartet (by the neighboring CH3 group). 1.1 ppm, triplet, 3H 2.3 ppm, quartet, 2H 3.7 ppm, singlet, 3H -CH3 These three hydrogens give a signal centered at 8 3.7 and appear as a singlet (no splitting of signal). The N+1 rule is at work in the splitting patterns above: An NMR signal for a set of hydrogens is split into N+1 peaks, where N is the number of hydrogens on an adjacent carbon (as long as both sets of hydrogens are not equivalent to each other). In a lab report, the information in the boxes above would be summarized in this manner: 8 1.1, triplet 3H o 2.3, quartet, 2H ō 3.7, singlet, 3H The small case delta (ō) is used to abbreviate "chemical shift". You can also report the numbers like below, identifying chemical shifts by their units of measure, which is parts per million (ppm): 30 In your lab report for the ester experiment, include the corresponding NMR summary for the ester you prepared, propyl acetate. You can determine the chemical shifts and splitting patterns for each set of hydrogens in propyl acetate by analyzing its NMR spectrum, provided on the following page.
Transcribed Image Text:Nuclear Magnetic Resonance Analysis of Esters Esters are a class of organic compounds whose structures lend themselves well to being confirmed by nuclear magnetic resonance (NMR). The structure of methyl propanoate, a common ester, shows the following proton NMR chemical shifts and splitting patterns for its three sets of hydrogens. NMR for Methyl Propanoate CH3 CH₂ These three hydrogens give a signal centered at 5 1.1 and split into a triplet (by the neighboring CH2 group). These two hydrogens give a signal centered at ō 2.3 I split into a quartet (by the neighboring CH3 group). 1.1 ppm, triplet, 3H 2.3 ppm, quartet, 2H 3.7 ppm, singlet, 3H -CH3 These three hydrogens give a signal centered at 8 3.7 and appear as a singlet (no splitting of signal). The N+1 rule is at work in the splitting patterns above: An NMR signal for a set of hydrogens is split into N+1 peaks, where N is the number of hydrogens on an adjacent carbon (as long as both sets of hydrogens are not equivalent to each other). In a lab report, the information in the boxes above would be summarized in this manner: 8 1.1, triplet 3H o 2.3, quartet, 2H ō 3.7, singlet, 3H The small case delta (ō) is used to abbreviate "chemical shift". You can also report the numbers like below, identifying chemical shifts by their units of measure, which is parts per million (ppm): 30 In your lab report for the ester experiment, include the corresponding NMR summary for the ester you prepared, propyl acetate. You can determine the chemical shifts and splitting patterns for each set of hydrogens in propyl acetate by analyzing its NMR spectrum, provided on the following page.
2H ¹H NMR Spectrum of Propyl Acetate CH3-CH₂-CH₂-0- 3H 2H Chemical Shift (ppm) -CH₂ 3H TMS Calibration Standard (0.00 ppm) 31
Transcribed Image Text:2H ¹H NMR Spectrum of Propyl Acetate CH3-CH₂-CH₂-0- 3H 2H Chemical Shift (ppm) -CH₂ 3H TMS Calibration Standard (0.00 ppm) 31
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