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Organic Chemistry

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An elimination reaction is the opposite of an addition reaction.<br />

This reaction is in an ethanol reflux with NaOH. No acid<br />

or H2O is present. Below is a two step mechanism.<br />

A single step mechanism is also possible.<br />

Problems 15.41b, 43<br />

7 Reactions of Alcohols<br />

The addition reaction to produce an alcohol from an alkene is a<br />

reversible reaction. The reverse reaction reverses the<br />

steps of the addition reaction.<br />

H<br />

OH<br />

H<br />

H<br />

O<br />

The carbocation takes the electrons from an adjacent C–H bond<br />

to form an alkene.<br />

H<br />

+<br />

H+ is produced at the end again. It is a catalyst for the reverse<br />

reaction also.<br />

This reversible reaction can be shown by:<br />

CH 2 =CH 2<br />

H + ,+H 2 O<br />

H + ,-H 2 O<br />

The use of dilutes H2SO4 will accomplish the forward reaction.<br />

Concentrated H2SO4 will accomplish the reverse reaction,<br />

because the concentrated acid will remove excess water.<br />

+<br />

+ H +<br />

# ! !!! !!! ! " CH CH OH<br />

3 2

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