CHEM 2OB3 Chapter 14: Chapter 14 Ethers and Epoxides

• School: McMaster University
• Department: Chemistry
• Course: CHEM 2OB3
• Professor: Dr Mcnulty

Document Summary

Chapter 14 ethers and epoxide; thiols and sulfides. Ethers: oxygen atom bonded to two r groups (alkyl, aryl, vinyl) Exact bond angle depends on groups attached to the oxygen atom. Ether can act as a hydrogen bond acceptor and can interact with the proton of an alcohol. Ethers have dipole-dipole interactions elevating the boiling point relative to alkanes. Large alkyl groups have higher bp due to. Often used as solvents fairly unreactive and dissolve in a variety of compounds: low boiling point readily evaporated after a reaction. Interacts with metals that have a full positive charge or a partial positive charge. Allows them to be solvated in nonpolar solvents: eg. In the formation of a grignard reagent use ether to stabilize the charge on magnesium. Crown ether: cyclical polyether that resembles a crown: named by x-crown-y, x: total number of atoms in the ring, y: number of oxygen atoms, eg. 18-crown-6 = 18 membered ring, 6 of which are oxygens.