Question

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

Construct 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.


Construct a three-step synthesis of 3-bromocyclope


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Answer #1
Concepts and reason

To synthesize 3-bromocyclopentene from cyclopentane by using the given list of reagents and products.

Fundamentals

Conversion of cyclopentane to 3-bromocyclopentene occurs in three steps. They are

1.Radical bromination

2.Elimination

3.Allylic bromination

The reaction is,

Br2, hv
cyclopentane
bromocyclopentane

The reaction is,

(CH3)2CO K
-Br
bromocyclopentane
cyclopentene

The reaction is,

NBS, ROOR
cyclopentene
3-bromocyclopentene

Ans:

Thus, the product formed when two moles of reactant (Cl2){\rm{(C}}{{\rm{l}}_{\rm{2}}}) used is,

0-
Br2, hv
(CI
NBS, ROOR
cyclopentane
3-bromocyclopent-1-ene

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