Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 20, Problem 31P
The chemical shifts of the C-2 hydrogen in the spectra of pyrrole, pyridine, and pyrrolidine are 2.82 ppm. 6.42 ppm and 8.50 ppm. Match each heterocycle with its chemical shift.
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The chemical shifts of the C-2 hydrogen in the spectra of pyrrole, pyridine, and pyrrolidine are 2.82 ppm, 6.42 ppm, and 8.50 ppm. Match each heterocycle with its chemical shift.
Given the CNMR and IR spectrum determine which of the compound listed is the unknown compound from which the data was taken. And provide an explanation as to why it fits for the CNMR and IR spectrum. ethyl methanoate, acetone, diethylamine sec-butylamine isobutyraldehyde methanol hexane isobutylamine butylamine ethyl acetate ethanol methyl propionate 2-butanone isopropanol tert-butyl alcohol tert-butyl formate methyl acrylate isopropyl acetate methyl isobutyrate 3-methylbutanal isopropyl methyl ketone 1-propanol allyl alcohol heptane sec-butanol (2-butanol) methanoic acid pentanal dipropylamine toluene 3-pentanol butyl alcohol
Solubility Results:
Water: Soluble
Chloroform: Immiscible
5% NaOH: Immiscible
5% HCl: Immiscible
5% NaHCO3: Immiscible
DMSO: Miscible
An oxidation reaction was conducted using cyclohexanol and NaOCl to make cyclohexanone. How can we know that the NMR for cyclohexanone is in fact cyclohexanone( the NMR for cyclohexanone is not labeled). Analyze the spectra to prove its identity along with the NMR of the starting material which is the spectra labeled cyclohexanol below.
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Name the following:Ch. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Draw the product of each of the following...Ch. 20.5 - Prob. 6PCh. 20.5 - When pyrrole is added to a dilute solution of...Ch. 20.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 20.6 - Prob. 10PCh. 20.6 - How to the mechanisms of the following reactions...Ch. 20.6 - Prob. 12P
Ch. 20.6 - Rank the following compounds from easiest to...Ch. 20.7 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.7 - Prob. 16PCh. 20.7 - Prob. 17PCh. 20.7 - Prob. 18PCh. 20.7 - Prob. 19PCh. 20.7 - Prob. 20PCh. 20 - Name the following:Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Which of the following compounds is easier to...Ch. 20 - Rank the following compounds from most reactive to...Ch. 20 - One of the following compounds undergoes...Ch. 20 - Benzene undergoes electrophilic aromatic...Ch. 20 - The dipole moments of furan and tetrahydrofuran...Ch. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - The chemical shifts of the C-2 hydrogen in the...Ch. 20 - Explain why protonating aniline has a dramatic...Ch. 20 - Prob. 33PCh. 20 - Propose a mechanism for the following reaction:Ch. 20 - Prob. 35PCh. 20 - Propose a mechanism for the following reactions:Ch. 20 - Prob. 37PCh. 20 - a. Draw resonance contributors to show why...Ch. 20 - Prob. 39PCh. 20 - Pyrrole reacts with excess...Ch. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Organic chemists work with tetraphenylporphyrins...
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- The difference between UV spectroscopy of Benzaldehyde and UV of Benzonitrilearrow_forwardReduction of cyclohex-2-enone can yield cyclohexanone, cyclohex-2enol, or cyclohexanol, depending on the reagent and reaction conditions. How could you use IR spectroscopy to distinguish the three possible products?arrow_forwardHow could 1H NMR spectroscopy be used to distinguish among isomers A, B, and C?arrow_forward
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