EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 19, Problem 34P
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 'H NMR chemical shifts of nitromethane, dinitromethane, and trinitromethane are at 8 6.10, 8 4.33, and 8 7.52. Match each chemical shift with the
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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
Explain why the carbonyl carbon of an aldehyde or ketone absorbs farther downeld than the carbonyl carbon of an ester in a 13C NMR spectrum.
Chapter 19 Solutions
EBK ORGANIC CHEMISTRY
Ch. 19.1 - Name the following:Ch. 19.2 - Prob. 3PCh. 19.2 - Prob. 4PCh. 19.3 - Draw the product of each of the following...Ch. 19.5 - Prob. 6PCh. 19.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 19.5 - When pyrrole is added to a dilute solution of...Ch. 19.6 - Prob. 10PCh. 19.6 - How to the mechanisms of the following reactions...Ch. 19.6 - Prob. 12P
Ch. 19.6 - Rank the following compounds from easiest to...Ch. 19.7 - Prob. 14PCh. 19.7 - Prob. 15PCh. 19.7 - Prob. 16PCh. 19.7 - Prob. 17PCh. 19.7 - Prob. 18PCh. 19.7 - Prob. 19PCh. 19.7 - Prob. 20PCh. 19 - Name the following:Ch. 19 - Prob. 22PCh. 19 - Rank the following compounds from strongest acid...Ch. 19 - Which of the following compounds is easier to...Ch. 19 - Rank the following compounds from most reactive to...Ch. 19 - One of the following compounds undergoes...Ch. 19 - Benzene undergoes electrophilic aromatic...Ch. 19 - Pyrrole reacts with excess...Ch. 19 - The dipole moments of furan and tetrahydrofuran...Ch. 19 - Name the following:Ch. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - a. Draw resonance contributors to show why...Ch. 19 - The chemical shifts of the C-2 hydrogen in the...Ch. 19 - Explain why protonating aniline has a dramatic...Ch. 19 - Prob. 36PCh. 19 - Propose a mechanism for the following reaction:Ch. 19 - Prob. 38PCh. 19 - Propose a mechanism for the following reactions:Ch. 19 - Prob. 40PCh. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - Organic chemists work with tetraphenylporphyrins...Ch. 19 - Show how the following compounds can be prepared...
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