ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
12th Edition
ISBN: 9781119304241
Author: Solomons
Publisher: WILEY C
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Question
Chapter 10, Problem 1PP
Interpretation Introduction
Interpretation:
The radicals, in order of theirs decreasing stability, are to be listed.
Concept introduction:
A molecule that contains at least one unpaired electron is known as a radical.
The relative stability of radicals is the same as that of carbocations.
The stability of radicals is as follows:
Expert Solution & Answer
Answer to Problem 1PP
Solution:
Explanation of Solution
The radical is a methyl radical. So, it is the least stable.
The radical is given as follows:
The carbon containing the unpaired electron is primary. Thus, the radical is a primary radical.
The radical is given as follows:
The carbon containing the unpaired electron is tertiary. Thus, the radical is a tertiary radical.
The radical is given as follows:
The carbon containing the unpaired electron is secondary. Thus, the radical is a secondary radical.
Therefore, the tertiary radical is the most stable and the methyl radical is the least stable.
Hence, the decreasing order of the stability of the radical is as follows:
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Practice Problem 07.50
v Part 1
e Get help answering Molecular Drawing questions.
Draw all constitutional isomers with the molecular formula C,HąBr:
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LINK TO TEXT
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Practice Problem 10.23c
Identify all resonance structures for the following radical. There may be more than one correct answer. To receive
credit, make sure to select all that apply.
Both bicyclo[3.3.1]nonane and bicyclo[2.2.1]heptane are saturated hydrocarbons composed of only 2° and 3° carbons.
Recall that radical substitution generally takes place preferentially at a 3° carbon. Indeed, when bicyclo[3.3.1]nonane is
treated with bromotrichloromethane under irradiation, substitution takes place 100% at the 3° carbon. Under the same
conditions, however, no substitution is observed at the 3° carbon in bicyclo[2.2.1]heptane. Explain. Hint: Build molecular
models of each of these compounds.
BrCCl.
hv
hv
Br
Br
Bicyclo[3.3.1]nonane
100%
Bicyclo[2.2.1]heptane
0%
Chapter 10 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
Ch. 10 - Prob. 1PPCh. 10 - Prob. 2PPCh. 10 - Practice Problem 10.3 How would the molecular ion...Ch. 10 - Prob. 4PPCh. 10 - Prob. 5PPCh. 10 - Prob. 6PPCh. 10 - Practice Problem 10.7 Chlorination reactions of...Ch. 10 - Prob. 8PPCh. 10 - Prob. 9PPCh. 10 - Prob. 10PP
Ch. 10 - Prob. 11PPCh. 10 - Practice Problem 10.12 Benzylic radicals, due to...Ch. 10 - Prob. 13PPCh. 10 - Practice Problem 10.14 Show how the following...Ch. 10 - Prob. 15PPCh. 10 - Prob. 16PPCh. 10 - Prob. 17PPCh. 10 - Prob. 18PCh. 10 - Explain the relative distribution of produces...Ch. 10 - 10.20 Which of the following compounds can be...Ch. 10 - Prob. 21PCh. 10 - Prob. 22PCh. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - 10.25 List in order of decreasing stability all of...Ch. 10 - Prob. 26PCh. 10 - Prob. 27PCh. 10 - Prob. 28PCh. 10 - Starting with the compound or compounds indicated...Ch. 10 - Prob. 30PCh. 10 - 10.31 Synthesize each of the following compounds...Ch. 10 - Synthesize each of die following compounds by...Ch. 10 - Prob. 33PCh. 10 - Prob. 34PCh. 10 - Prob. 36PCh. 10 - The halogen atom of an alkyl halide can be...Ch. 10 - Prob. 38PCh. 10 - Prob. 39PCh. 10 - Write a mechanism for the following reaction.Ch. 10 - 10.41 Hydrogen peroxide and ferrous sulfate react...Ch. 10 - Prob. 42PCh. 10 - If one were to try to draw the simplest Lewis...Ch. 10 - Prob. 1LGPCh. 10 - 2. (a) Propose a synthesis of 2-methoxypropene...
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