Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 15.SE, Problem 43AP
Interpretation Introduction
Interpretation:
Why oxazole ring in Bextra is
Concept introduction:
A compound to become aromatic should obey Huckel’s rule. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) delocalized Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable.
To explain:
Why oxazole ring in Bextra is aromatic.
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5 (a). Using the peak information you listed in the tables for
both structures, assign each peak to that portion of the
structure that produces the peak in the NMR spectrum. Draw
this diagram on your own sheet of paper and attach the sketch
of your drawing to this question.
Question 6
5 (b). Using the peak information you listed in the tables for
both structures, assign each peak to that portion of the
structure that produces the peak in the NMR spectrum. Draw
this diagram on your own sheet of paper and attach the sketch
of your drawing to this question.
Question 7
6. Are there any differences between the spectra you obtained
in Beyond Labz and the predicted spectra? If so, what were
the differences?
<
2. Predict the NMR spectra for each of these two
compounds by listing, in the NMR tables below, the
chemical shift, the splitting, and the number of
hydrogens associated with each predicted peak. Sort the
peaks from largest chemical shift to lowest.
**Not all slots must be filled**
Peak
Chemical Shift (d)
5.7
1
Multiplicity
multiplate
..........
5.04
double of doublet
2
4.98
double of doublet
3
4.05
doublet of quartet
4
5
LO
3.80
quartet
1.3
doublet
6
Peak
Chemical Shift (d)
Multiplicity
Chapter 15 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Ch. 15.1 - Prob. 1PCh. 15.1 - Give IUPAC names for the following compounds:Ch. 15.1 - Prob. 3PCh. 15.2 - Pyridine is a flat, hexagonal molecule with bond...Ch. 15.3 - Prob. 5PCh. 15.4 - Draw the five resonance structures of the...Ch. 15.4 - Prob. 7PCh. 15.4 - Prob. 8PCh. 15.5 - Prob. 9PCh. 15.5 - Prob. 10P
Ch. 15.6 - Prob. 11PCh. 15.6 - How many electrons does each of the four nitrogen...Ch. 15.SE - Give IUPAC names for the following substances (red...Ch. 15.SE - All-cis cyclodecapentaene is a stable molecule...Ch. 15.SE - 1, 6-Methanonaphthalene has an interesting 1H NMR...Ch. 15.SE - Prob. 16VCCh. 15.SE - Azulene, an isomer of naphthalene, has a...Ch. 15.SE - Give IUPAC names for the following compounds:Ch. 15.SE - Draw structures corresponding to the following...Ch. 15.SE - Prob. 20APCh. 15.SE - Prob. 21APCh. 15.SE - Draw and name all possible aromatic compounds with...Ch. 15.SE - Propose structures for aromatic hydrocarbons that...Ch. 15.SE - Look at the three resonance structures of...Ch. 15.SE - Prob. 25APCh. 15.SE - Prob. 26APCh. 15.SE - Look at the five resonance structures for...Ch. 15.SE - Prob. 28APCh. 15.SE - 3-Chlorocyclopropene, on treatment with AgBF4,...Ch. 15.SE - Prob. 30APCh. 15.SE - Prob. 31APCh. 15.SE - Prob. 32APCh. 15.SE - Which would you expect to be most stable,...Ch. 15.SE - How might you convert 1, 3, 5, 7-cyclononatetraene...Ch. 15.SE - Calicene, like azulene (Problem 15-17), has an...Ch. 15.SE - Pentalene is a most elusive molecule that has been...Ch. 15.SE - Prob. 37APCh. 15.SE - Prob. 38APCh. 15.SE - Compound A, C8H10, yields three substitution...Ch. 15.SE - Prob. 40APCh. 15.SE - Propose structures for compounds that fit the...Ch. 15.SE - Prob. 42APCh. 15.SE - Prob. 43APCh. 15.SE - N-Phenylsydnone, so-named because it was first...Ch. 15.SE - Prob. 45APCh. 15.SE - Prob. 46APCh. 15.SE - Prob. 47APCh. 15.SE - Propose a structure for a molecule C14H12 that has...Ch. 15.SE - The proton NMR spectrum for a compound with...Ch. 15.SE - The proton NMR spectrum of a compound with formula...Ch. 15.SE - Aromatic substitution reactions occur by addition...Ch. 15.SE - Prob. 52APCh. 15.SE - Consider the aromatic anions below and their...Ch. 15.SE - After the reaction below, the chemical shift of Ha...Ch. 15.SE - Prob. 55APCh. 15.SE - Azo dyes are the major source of artificial color...
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