Exam 14: Ethers, Epoxides, and Thioethers

Draw the correct structure of the expected product of the following reaction.

Provide the major organic product in the reaction below.

What results when but-1-ene is subjected to the following reaction sequence: (1) Cl₂, H₂O, (2) NaOH, (3) H₃O⁺?

Which of the following is produced by the reaction of (CH₃CH₂)₂S with CH₃CH₂I?

What is the stereochemistry of the product of the acid hydrolysis of trans-2,3-epoxybutane?

Provide the major organic product in the reaction below. HOCH₂(CH₂)₂CH₂Br

Provide the major organic product in the reaction below.

Provide the major organic product in the reaction below.

Provide the major organic product in the reaction below.

Some ethers can be prepared by heating the appropriate alcohol in the presence of sulfuric acid. Can di-sec-butyl ether be prepared from sec-butanol by this route? Explain your answer.

Provide the major organic product in the reaction below.

Provide the sequence of reactions by which propoxycyclohexane can be prepared through a Williamson ether synthesis.

What is the chemical shift of the carbon bound to oxygen in ethers in ¹³C NMR?

Provide an acceptable name for the compound shown below.

Provide a structural representation of cis-3-ethyl-1,2-epoxycyclopentane.

Provide the major organic product of the following reactions.

Provide the major organic product in the reaction below.

Provide the structure of the sulfonium salt that results when (CH₃CH₂)₂S reacts with CH₃CH₂Cl. Through what mechanistic path is this reaction occurring?

Suggest a reasonable mechanism for the reaction shown below.

Provide an acceptable name for the compound shown below.