6. The radical halogenation of isopentane (right) was covered extensively in class. Answer the following questions (a-g) about this reaction and its products. a. Draw the major bromination product(s). [2 pts] isopentane b. Succinctly explain why bromination results in the product(s) you drew above. Answer in com- plete sentences. Do NOT exceed the given space. [2 pts] e. Draw the major chlorination product(s) ignoring stereochemistry. Consider only constitu- tional isomers in this problem. [4 pts] f. Redraw the product in your answer to part e with the fewest signals in its 'H NMR spectrum. [2 pts] g. On your answer to part f, explicitly show one "H" of each type that gives rise to a distinct NMR signal and next to each "H" write i) a circled number indicating the relative integration of the signal and ii) an indication of the splitting of the peak: s, singlet; d, doublet; t, triplet; q, quartet. [4 pts] For example, the labeling of ethyl ether would be: ③ १ H t i

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter19: Eas: Electrophilic Aromatic Substitution
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6. The radical halogenation of isopentane (right) was covered extensively in
class. Answer the following questions (a-g) about this reaction and its products.
a. Draw the major bromination product(s). [2 pts]
isopentane
b. Succinctly explain why bromination results in the product(s) you drew above. Answer in com-
plete sentences. Do NOT exceed the given space. [2 pts]
e. Draw the major chlorination product(s) ignoring stereochemistry. Consider only constitu-
tional isomers in this problem. [4 pts]
f. Redraw the product in your answer to part e with the fewest signals in its 'H NMR spectrum.
[2 pts]
g. On your answer to part f, explicitly show one "H" of each type that gives rise to a distinct NMR
signal and next to each "H" write i) a circled number indicating the relative integration of the
signal and ii) an indication of the splitting of the peak: s, singlet; d, doublet; t, triplet; q, quartet.
[4 pts]
For example, the labeling of ethyl ether would be: ③
१
H
t
i
Transcribed Image Text:6. The radical halogenation of isopentane (right) was covered extensively in class. Answer the following questions (a-g) about this reaction and its products. a. Draw the major bromination product(s). [2 pts] isopentane b. Succinctly explain why bromination results in the product(s) you drew above. Answer in com- plete sentences. Do NOT exceed the given space. [2 pts] e. Draw the major chlorination product(s) ignoring stereochemistry. Consider only constitu- tional isomers in this problem. [4 pts] f. Redraw the product in your answer to part e with the fewest signals in its 'H NMR spectrum. [2 pts] g. On your answer to part f, explicitly show one "H" of each type that gives rise to a distinct NMR signal and next to each "H" write i) a circled number indicating the relative integration of the signal and ii) an indication of the splitting of the peak: s, singlet; d, doublet; t, triplet; q, quartet. [4 pts] For example, the labeling of ethyl ether would be: ③ १ H t i
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