ETHERS.

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Presentation transcript:

ETHERS

Ethers R-O-R Diethyl ether

Diethyl Ether Check the “fine print”

PEROXIDES!! OOH O2 R-O-R R-O-O-R RCH-OR EXPLOSIVE

Ethyl methyl ether methoxy group

What is the name of this compound? 2-methyoxybutane

Ethylene Oxide Furan Tetrahydrofuran THF

Dioxane

Dioxin

18-Crown-6

X- K+

Williamson Ether Synthesis Na RONa ROH RONa + R’X ROR’ Nucleophilic Substitution Reaction

Why is this compound discussed on TV news?

How could you make this ether?

K

Na

Dimethyl sulfate RONa

Cleavage of Ethers HBr 2 RBr R-O-R

HBr

EXAMPLE HBr +

EPOXIDES

RO- + R’X R-O-R’

Br2 H2O NaOH

RMgX + RCH2CH2OH CH3ONa + CH3OCH2CH2OH

Unsymmetrical Epoxide CH3ONa + ?

Basic CH3ONa + Least Hindered

ACIDIC CONDITIONS + H+ ?

H+ Most Substituted

What is the product of this reaction? HCl

HCl

Summary Nomenclature Williamson Ether Synthesis Cleavage of Ethers Epoxides

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