Construct a three-step synthesis of 1,2-epoxycyclopentane from cyclopentanol by dragging the appropriate formulas into the bins.

Question

2 years ago

8

Note that each bin will hold only one item, and not all of the given reagents or structures will be used.

1 answer:

zubka84 [21] · Answer 1 · 2022-08-27T14:46:41+03:00

Answer:

(1) Bromination, (2) E2 elimination and (3) epoxidation

Explanation:

In the first step, -OH group in cyclopentanol is replaced by more facile leaving group Br by treating cyclopentanol with $PBr_{3}$
In the second step, E2 elimination in presence of strong base e.g. NaOEt/EtOH produce cyclopentene
In the third step, treatment of cyclopentene with mCPBA produces 1,2-epoxycyclopentane
Full reaction scheme has been shown below