You react the following molecule with a strong bulky base (like KOtBu), and you know that the Br atoms are all susceptible to elimination under these conditions. You also know that there are two competing mechanisms by which this reaction can occur: Mechanism 1: The double bond can form in several steps, the slowest of which is unimolecular. In this mechanism, the Br atom leaves first, and the base removes a beta hydrogen in a subsequent step. Highlight in blue the Br atom that would be eliminated quickest if the reaction went by this type of mechanism. Mechanism 2: The double bond can form in a concerted bimolecular step, removing the Br atom and a beta hydrogen in the process. Highlight in red the Br atom that would be eliminated quickest if the reaction went by this type of mechanism. If you would highlight the same Br atom for both mechanisms, highlight it in green instead.

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You react the following molecule with a strong bulky base (like KOtBu), and you know that the Br atoms are all susceptible to elimination under these
conditions. You also know that there are two competing mechanisms by which this reaction can occur:
Mechanism 1: The double bond can form in several steps, the slowest of which is unimolecular. In this mechanism, the Br atom leaves first, and the base
removes a beta hydrogen in a subsequent step. Highlight in blue the Br atom that would be eliminated quickest if the reaction went by this type of mechanism.
Mechanism 2: The double bond can form in a concerted bimolecular step, removing the Br atom and a beta hydrogen in the process. Highlight in red the Br
atom that would be eliminated quickest if the reaction went by this type of mechanism.
If you would highlight the same Br atom for both mechanisms, highlight it in green instead.
Br
Br
th
Br
X
5
Transcribed Image Text:You react the following molecule with a strong bulky base (like KOtBu), and you know that the Br atoms are all susceptible to elimination under these conditions. You also know that there are two competing mechanisms by which this reaction can occur: Mechanism 1: The double bond can form in several steps, the slowest of which is unimolecular. In this mechanism, the Br atom leaves first, and the base removes a beta hydrogen in a subsequent step. Highlight in blue the Br atom that would be eliminated quickest if the reaction went by this type of mechanism. Mechanism 2: The double bond can form in a concerted bimolecular step, removing the Br atom and a beta hydrogen in the process. Highlight in red the Br atom that would be eliminated quickest if the reaction went by this type of mechanism. If you would highlight the same Br atom for both mechanisms, highlight it in green instead. Br Br th Br X 5
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