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Construct a three-step synthesis of 3-bromocyclopentene from cyclopentane. Drag the appropriate items into the bins. N...

uploaded imageConstruct a three-step synthesis of 3-bromocyclopentene from cyclopentane. Drag the appropriate items into the bins. Note that each bin should hold only one item, and not all reagents and structures will be used.

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Answer #1
cyclopentane----->Br2/hv ----->bromocyclopentane----->(CH3)3CO-K+------->cyclopentene------>NBS/ROOR---->3-bromocyclopentene
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Answer #2


Synthesis of 3-bromopentene from cyclopentane:


(1) When cyclopentane undergoes bromination in the presence of hv light gives the bromo cyclopentane.

                                      media%2F760%2F7603f4df-5266-4a68-9e36-0d


(2) When the tertirty butoxide adds to the bromocyclopentane it abstracts the proton to form cyclopentene.


                  

                     media%2Fdd7%2Fdd72726e-9ded-4422-a7ef-1d



(3) Next, the cyclopentene is treated with NBS in the presence of peroxides to form the 3-bromocyclopentene.


                                media%2F4b4%2F4b44ac1f-d543-423b-b688-1e


Therefore, the appropriate reagents are to prepare 3-bromocyclopentene:


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