Chapter 10: Q5P (page 296)
Draw three resonance forms for the cyclohexadienyl radical.

Cyclohexadienyl radical
Short Answer
Following are the resonance forms of cyclohexadienyl radical:

Chapter 10: Q5P (page 296)
Draw three resonance forms for the cyclohexadienyl radical.

Cyclohexadienyl radical
Following are the resonance forms of cyclohexadienyl radical:

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How would you prepare the following alkyl halides from the corresponding alcohols?

Rank the compounds in each of the following series in order of increasing oxidation level:


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
Draw structures corresponding to the following IUPAC names: (d) 1,1-Dibromo-4-isopropylcyclohexane.
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)

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