Chapter 10: Q 30P (page 308)
What product would you expect from the reaction of 1-phenyl-2-butene with NBS? Explain.

1-phenyl 2-butene
Short Answer

Formation of the desired product
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Chapter 10: Q 30P (page 308)
What product would you expect from the reaction of 1-phenyl-2-butene with NBS? Explain.

1-phenyl 2-butene

Formation of the desired product
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How would you prepare the following compounds, starting with cyclopentene and any other reagents needed? (b) Methylcyclopentane.
Question: Name the following alkyl halides:

Draw the electron-pushing mechanism for the propagation steps of the allylic bromination reactions below. You may omit NBS in your mechanism, and use Br∙ and Br2.
(b)

Taking the relative reactivities of 1°, 2°, and 3° hydrogen atoms into account, what product(s) would you expect to obtain from monochlorination of 2-methylbutane? What would the approximate percentage of each product be? (Don’t forget to take into account the number of each kind of hydrogen.)
How would you prepare the following alkyl halides from the corresponding alcohols?

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