14.10 Alcohol Reaction Summary

14.10 Reaction Summary

Alkoxide formation

a)

Dehydration to form an ether

b)

Dehydration to form an alkene

c)

Alcohols to good leaving groups

d)

e)

f)

g)

h)

i)

j)

k)

l)

m)

n)

o)

p)

q)

r)

Williamson Ether Synthesis

s)

E2 Elimination

t)

Oxidation of alcohols with weak oxidizer

u)

v)

w)

Swern oxidation and DMP are weak oxidizers like PCC

Oxidation of alcohols with strong oxidizer

x)

y)

z)

Reduction of Alcohols

aa)

Pinacol Rearrangement

bb)

Periodic acid cleavage of diol

cc)

Fischer Esterification – carboxylic acid to ester

dd)

Carboxylic acid to acid chloride to ester

ee)

Thiol reactions

ff)

gg)