Essential Organic Chemistry Study Guide & Solution Manual, Books a la Carte Edition
3rd Edition
ISBN: 9780134255644
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Chapter 12, Problem 50P
Interpretation Introduction
Interpretation:
The mechanism for the given reaction has to be determined.
Concept introduction:
Chemoselectivity is referred to the preferential selection of a specific functional group in the presence of the other
If a compound contains more than one carbonyl group the order of selectivity of the functional group for the reaction will be the same as the order of reactivity carbonyl group. The order of reactivity of carbonyl group is:
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Predict the major products of this organic reaction.
Be sure to use wedge and dash bonds when necessary, for example to distinguish between different major products.
☐
☐
: ☐
+
NaOH
HO
2
Click and drag to start
drawing a structure.
Shown below are five NMR spectra for five different C6H10O2 compounds. For each spectrum, draw the structure of the compound, and assign the spectrum by labeling H's in your structure (or in a second drawing of the structure) with the chemical shifts of the corresponding signals (which can be estimated to nearest 0.1 ppm). IR information is also provided. As a reminder, a peak near 1700 cm-1 is consistent with the presence of a carbonyl (C=O), and a peak near 3300 cm-1 is consistent with the presence of an O–H.
Extra information: For C6H10O2 , there must be either 2 double bonds, or 1 triple bond, or two rings to account for the unsaturation. There is no two rings for this problem.
A strong band was observed in the IR at 1717 cm-1
Predict the major products of the organic reaction below.
: ☐
+
Х
ك
OH
1. NaH
2. CH₂Br
Click and drag to start
drawing a structure.
Chapter 12 Solutions
Essential Organic Chemistry Study Guide & Solution Manual, Books a la Carte Edition
Ch. 12.1 - Prob. 1PCh. 12.1 - Name the following compounds:Ch. 12.1 - Prob. 3PCh. 12.1 - Prob. 4PCh. 12.2 - Prob. 5PCh. 12.4 - Draw the structure for each of the following: a....Ch. 12.4 - Prob. 7PCh. 12.5 - What products are formed when the following...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Prob. 12PCh. 12.5 - Write the mechanism for the reaction of acetyl...Ch. 12.5 - Prob. 14PCh. 12.6 - Prob. 16PCh. 12.7 - Prob. 17PCh. 12.7 - Prob. 18PCh. 12.7 - Prob. 19PCh. 12.8 - Prob. 20PCh. 12.8 - Prob. 21PCh. 12.8 - Prob. 22PCh. 12.9 - Which of the following are a. hemiacetals? b....Ch. 12.9 - Prob. 24PCh. 12.9 - Prob. 25PCh. 12.10 - Prob. 26PCh. 12.11 - Prob. 27PCh. 12 - Draw the structure for each of the following: a....Ch. 12 - Prob. 29PCh. 12 - List the following compounds in order from most...Ch. 12 - Show the reagents required to form the primary...Ch. 12 - Fill in the boxes:Ch. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Prob. 38PCh. 12 - Prob. 39PCh. 12 - Show two ways the following compound could be...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Prob. 46PCh. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - Prob. 51PCh. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 53P
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