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Chapter 8, Problem 8.69

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QUESTION:

Draw the carbocation intermediate that would be formed if each of the following substrates participated in a stepwise elimination process (E1). In each case, identify the intermediate carbocation as being primary, secondary, or tertiary. One of the substrates does not undergo an E1 reaction. Identify which one and explain why. (a) Cl (b) Br (c) I (d) Cl

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QUESTION:

Draw the carbocation intermediate that would be formed if each of the following substrates participated in a stepwise elimination process (E1). In each case, identify the intermediate carbocation as being primary, secondary, or tertiary. One of the substrates does not undergo an E1 reaction. Identify which one and explain why. (a) Cl (b) Br (c) I (d) Cl

ANSWER:

Step 1 of 4

(a)  The bond breaking between the carbon and the leaving group (LG) gives the corresponding carbocation. This carbocation is secondary.

     

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