Exam 14: Ethers, Epoxides, and Thioethers

Provide the major organic product in the reaction below.

Can one prepare di-sec-butyl ether in good yield by heating butan-2-ol in the presence of sulfuric acid? Explain.

Provide the major organic product in the reaction below.

Provide two reasons why it would be difficult to prepare ethoxycyclopentane via an intermolecular dehydration route from ethanol and cyclopentanol.

When cyclohexene is subjected to mercuration in methanol and the resulting mixture is reduced with sodium borohydride, the major organic product is ________.

Provide the major organic product of the following reactions.

What term is given to the sulfur analogues of ethers?

Provide an acceptable name for the compound shown below.

Provide the major organic product of the following reactions.

In biological systems, sulfonium salts such as SAM serve what function?

Through what mechanism can a 1,2-halohydrin be converted into an epoxide?

Provide the major organic product of the reaction shown below.

How could you synthesize the ether below using a Williamson Ether synthesis?

The Williamson ether synthesis occurs by the ________ mechanistic pathway.

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

Provide a structural representation of oxetane.

Provide a structural representation of isopropyl tert-butyl ether.

Unlike other functional groups, ethers often show an absorption in the fingerprint region of the IR spectrum between ________.

Show the best Williamson ether synthesis for the following target molecule.

Show the reagents necessary to prepare 2-phenylethanol from bromobenzene.