EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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What is the 1H NMR data (chemical shift, integration, multiplicity (specify as singlet, doublet, triplet,etc.) of the following two compounds?
HO:
:OH
6. Coumarins are a class of natural products produced by plants and animals. It has a wide
variety of applications in cosmetics, food industry and fluorescent laser dyes. In the
¹HNMR spectrum of coumarin derivate shown below, the two signals farthest downfield
are at 7.38 and 8.42 pm. Identify the two protons that most likely give rise to these
signals and justify your answer using resonance structures.
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len GarayExam 7 pdf.
:O:
Two bottles labelled cis-cyclohexandiol were found in a
laboratory. Because of their differing melting points, the
bottles clearly contained two different cis-cyclohexandiol
isomers. To determine which isomer was in which bottle,
the chemist decided to run ¹3C NMR spectra on a
sample of each. The three possible products were as in
the figure. (Figure 1)
The two ¹³C NMR proton-decoupled spectra contained
the following data:
●
●
Figure
HO
spectrum of sample in bottle A: 20.20,
62.55
spectrum of sample in bottle B: 16.09,
29.52, 36.15, 63.08
OH
OH
OH
1 of 1
OH
OH
Part A
Identify which isomer was present in the bottle A.
OH
HO
OH
OH
OH
OH
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- 5. L-dopa is used in the treatment of Parkinson's disease. Identify the four most acidic protons and arrange them in order of increasing acidity. :O: g HO: :OH 6. Coumarins are a class of natural products produced by plants and animals. It has a wide variety of applications in cosmetics, food industry and fluorescent laser dyes. In the ¹HNMR spectrum of coumarin derivate shown below, the two signals farthest downfield are at 7.38 and 8.42 pm. Identify the two protons that most likely give rise to these signals and justify your answer using resonance structures. :O:arrow_forwardConsider the aromatic compound 4-isopropyl-benzonitrile. (Benzonitrile is a benzene ring with the nitrile group on position 1.) How many signals for non-equivalent types of protons will be in its proton NMR spectrum?arrow_forwardAre there any non-aromatic or non-alkene protons seen in the 1H NMR Spectrum (yes or no)? If so, please list the corresponding ppm values.arrow_forward
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