1.Which of the following reactions will yield the cyclic ether cis-2,3dimethylox

Question

1.Which of the following reactions will yield the cyclic ether cis-2,3dimethyloxacyclopropane?

2. Cyclic ethers are made using the same Sn reactions that are used to form non-cyclic ethers. Considering these Sn reactions, which of the following will serve as a best method for forming the ether shown below?

B. The reaction of (2R,3S)-3-chlorobutan-2-ol with heat. C. The reaction of trans-2-butene with peroxy acid. D. The reaction of (2S,3S-butane-2,3-diol with sulfuric acid and heat. E. The reaction of (2R,3S-3-hydroxyl-2-butoxide with heat.

Explanation / Answer

1) option 4.

The compound in Fisher projection is erythro and thus gives cis epoxide.

2) opton B

phenolic -OH or benzyl halides do not undergo nucleophilic substitution.

In 1 protonation of -OH of ide chain generates carbocation which can be attacked by the phenolic -OH to give athe required ether.

In 3 the phenolic -OH is changed to pehnoxide ion which attacks on the halide of side chain(Williamson synthesis) to give the cyclic ether.

Related Questions

Navigate

• Browse (All)
• Browse 1
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.