Construct a three-step synthesis of 1,2-epoxycyclopentane from cyclopentanol by dragging the appropriate formulas into the bins.
Note that each bin will hold only one item, and not all of the given reagents or structures will be used.
1 answer:
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
- 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
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Answer:
Explanation has been given below
Explanation:
- Attachment of -Cl group at ortho position to acetamido group can be explained in terms of hydrogen bonding formation.
- A hydrogen bonding can be formed between proton attached with N atom in acetamido group and Cl atom at ortho position. This leads to a formation of a stable 5-membered ring structure.
- Hence ortho substitution by Cl is favorable process.
- There is no hydrogen bonding possible between Br and Cl atom in ortho position. Therefore Cl prefers para position to avoid steric hindrance.
- Structure of hydrogen bonded structure has been shown below.
