Objectives: • To use spectroscopic data to identify organic molecules • To predict infrared and 'H and 13C NMR spectroscopic data for organic molecules. • Through the above, to gain comfort with spectroscopy and mass spectrometry as they are used in modem organic chemistry. 1. The skeletal structures for a set of seven C4H10 alcohols and ethers are provided below (although just for fun, you could cover them and make sure that you could draw them!). Determine which of the seven compounds matches with each of the five following sets of data, A-E, consisting of infrared and 'H and 13C NMR spectra. You may find it helpful to draw or redraw them showing the hydrogens explicitly, and/or to determine the number of types of H's and C's. On the page of each data set, draw the structure of the corresponding molecule with the data, and indicate, for each spectrum, what about those data is important in determining that the correct molecule has been chosen. In the case of the IR spectrum, cite absorbance bands that are present (or absent). For the 13C NMR spectrum and 'H NMR spectrum describe how the number of signals and their chemical shifts fit the structure chosen. For the 'H spectrum, also do the same with the data from integration of the signials and their multiplicity. Structures of the four alcohols and three ethers: OH OH OH Дон
Objectives: • To use spectroscopic data to identify organic molecules • To predict infrared and 'H and 13C NMR spectroscopic data for organic molecules. • Through the above, to gain comfort with spectroscopy and mass spectrometry as they are used in modem organic chemistry. 1. The skeletal structures for a set of seven C4H10 alcohols and ethers are provided below (although just for fun, you could cover them and make sure that you could draw them!). Determine which of the seven compounds matches with each of the five following sets of data, A-E, consisting of infrared and 'H and 13C NMR spectra. You may find it helpful to draw or redraw them showing the hydrogens explicitly, and/or to determine the number of types of H's and C's. On the page of each data set, draw the structure of the corresponding molecule with the data, and indicate, for each spectrum, what about those data is important in determining that the correct molecule has been chosen. In the case of the IR spectrum, cite absorbance bands that are present (or absent). For the 13C NMR spectrum and 'H NMR spectrum describe how the number of signals and their chemical shifts fit the structure chosen. For the 'H spectrum, also do the same with the data from integration of the signials and their multiplicity. Structures of the four alcohols and three ethers: OH OH OH Дон
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 32AP
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Question
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Transcribed Image Text:Spectra A
200 180 160 140 120
4000
3000
100
pprn
8.
2000 1500
Wavenumbers, cm¹
OH
60
40
20
11
10
7
6
5
3
2
ppm
1000
500
Structure:
IR:
13C NMR:
Number of types of C:
Chemical shift(s) of signals:
'H NMR:
Number of types of H:
Chemical shift(s) of signals:
• Integrations:
Multiplicity of peaks:
m coverlapping
siguals)
2
Transcribed Image Text:Objectives:
To use spectroscopic data to identify organic molecules
To predict infrared and 'H and 13C NMR spectroscopic data for organic molecules.
Through the above, to gain comfort with spectroscopy and mass spectrometry as they are used in modem organic chemistry.
1. The skeletal structures for a set of seven C4H10 alcohols and ethers are provided below (although just for
fun, you could cover them and make sure that you could draw them!). Determine which of the seven compounds matches with each of
the five following sets of data, A-E, consisting of infrared and 'H and 13C NMR spectra. You may find it helpful to draw or redraw them
showing the hydrogens explicitly, and/or to determine the number of types of H's and C's.
On the page of each data set, draw the structure of the corresponding molecule with the data, and indicate, for each
spectrum, what about those data is important in determining that the correct molecule has been chosen. In the case of the IR spectrum,
cite absorbance bands that are present (or absent). For the 13C NMR spectrum and 'H NMR spectrum
describe how the number of signals and their chemical shifts fit the structure chosen. For the 'H spectrum, also do the same with the
data from integration of the signals and their multiplicity.
Structures of the four alcohols and three ethers:
OH
TOH
to
OH
Дон
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