Which mechanism is incorrect? They all seem correct as the halides are attached to the secondary carbocation in (a) and (c), and the halides are attached to the primary carbocation/end of the organic molecule in (b) and (d). Should the answer be (e)?

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Which mechanism is incorrect? They all seem correct as the halides are attached to the secondary carbocation in (a) and (c), and the halides are attached to the primary carbocation/end of the organic molecule in (b) and (d). Should the answer be (e)?

19. Which of the following reactions could not produce the desired product?
Br
ROOR
HBr
CH3CH2CH2CH2B.
+
(A) CH3CH2CH=CH2 + HBr
CH3CH2CHCH3
(В) CН3CH2CH-CH2
CI
ROOR
+ HCI
(D) CH3CH2CH=CH2
+ HCI
CH3CH2CH2CH2CI
(С) CH3CH2CH-CH2
(E) None of the above.
CH3CH2CHCH3
Transcribed Image Text:19. Which of the following reactions could not produce the desired product? Br ROOR HBr CH3CH2CH2CH2B. + (A) CH3CH2CH=CH2 + HBr CH3CH2CHCH3 (В) CН3CH2CH-CH2 CI ROOR + HCI (D) CH3CH2CH=CH2 + HCI CH3CH2CH2CH2CI (С) CH3CH2CH-CH2 (E) None of the above. CH3CH2CHCH3
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