Chapter 10: Q10-34E-c (page 308)
Sort the radicals below from most stable to least stable.

Short Answer
The order of radical stability is: 2 > 1 > 3
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Chapter 10: Q10-34E-c (page 308)
Sort the radicals below from most stable to least stable.

The order of radical stability is: 2 > 1 > 3
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Draw and name all of the monochlorination products that you might obtain from the radical chlorination of the compounds below. Which of the products is chiral? Are any of the products optically active?
(a) 2-methylbutane
(b) Methylcyclopropane
(c) 2,2-dimethylpentane
Question: Addition of HBr to a double bond with an ethersubstituentoccurs regiospecifically to give a product in which theandare bonded to the same carbon. Draw the two possible carbocation intermediates in this electrophilic addition reaction, and explain usingresonance why the observed product is formed.

What product would you expect from the reaction of 1-phenyl-2-butene with NBS? Explain.

1-phenyl 2-butene
How would you prepare the following alkyl halides from the corresponding alcohols?

What product(s) would you expect from the reaction of 1,4-hexadiene with NBS? What is the structure of the most stable radical intermediate?
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