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Chem 343 – Organic Reactions Chapter 11 Prepared by José Laboy, MS http://www.chem.wisc.edu/areas/clc (Resource page) Synthesis and Reactions of Ethers #1: Ethers from 1° Alcohols Mechanism OH
H2SO4
OH
O
heat
OSO3H
H2O
O
H
O
S
OH2
OH
O
HO
H2O
H
O
O
This reaction works well for small chain 1° alcohols. Temperature has to be controlled. Above 160°C elimination occurs and terminal alkenes are formed. This reaction does not work for 2° alcohols. The major products are alkenes.
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