Explain, using the mechanism, the following result: HBr Br- Br но

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Answer for Questions 1 to 5:

1. Methoxymethyl chloride (shown) undergoes Sn1 substitution by water at an extremely
high rate, much faster than chloropropane. Show by means of a mechanism why this is
SO.
2. Which is the more likely product of the following reaction, and why?
H
OR
ОН
3. N-bromosuccinnimide (NBS) gives a low concentration of bromine in solution. This
allows free radical bromination to occur in the presence of alkenes. In other words, free
radical halogenation proceeds as described in Chem 221, and no electrophilic addition of
bromine across the double bond occurs. When NBS is allowed to react with either 1-
butene or 2-butene under UV light, the same mixture of halogenated products results.
What are the products, and what is the mechanism of their formation?
4. Draw as many Lewis structures for nitromethane as you can (including formal charges).
The chemical formula is CH3NO2. Then draw the “real" molecule. What can you say
about the N-O bond lengths and the distribution of formal charges in nitromethane?
5. Explain, using the mechanism, the following result:
HBr
Br
Br-
но
Transcribed Image Text:1. Methoxymethyl chloride (shown) undergoes Sn1 substitution by water at an extremely high rate, much faster than chloropropane. Show by means of a mechanism why this is SO. 2. Which is the more likely product of the following reaction, and why? H OR ОН 3. N-bromosuccinnimide (NBS) gives a low concentration of bromine in solution. This allows free radical bromination to occur in the presence of alkenes. In other words, free radical halogenation proceeds as described in Chem 221, and no electrophilic addition of bromine across the double bond occurs. When NBS is allowed to react with either 1- butene or 2-butene under UV light, the same mixture of halogenated products results. What are the products, and what is the mechanism of their formation? 4. Draw as many Lewis structures for nitromethane as you can (including formal charges). The chemical formula is CH3NO2. Then draw the “real" molecule. What can you say about the N-O bond lengths and the distribution of formal charges in nitromethane? 5. Explain, using the mechanism, the following result: HBr Br Br- но
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