OH
OH
OH
Chem 212
Alcohols and Ethers Problems
OH
1. Provide products for the following reactions.
a.
OH
b.
c.
OH
d.
e.
OH
f.
g.
OH
h.
i.
OH
j.
k.
OH
l.
m.
OH
n.
NaH
OH
PhMgBr
H2SO4
H2O, ∆
OH
HBr
PBr3
SOCl2
pyr
TsCl, pyr
CrO3
H2SO4
PCC
Na2Cr2O7
Me3SiCl
Et3N
1) NaH
2) MeBr
H2SO4
1) Hg(O2CCF3)3, propanol
2) NaBH4
o.
p.
q.
r.
O
s.
t.
O
u.
v.
O
w.
x.
y.
z.
CF3CO2H
O
HBr
HI
O
mCPBA
mCPBA
1) Cl2, H2O
2) NaOH
O
KOH, H2O
1) PhMgBr
2) H3O+
O
1) mCPBA
2) NaOEt, EtOH
O
HBr, ether
1) LiAlH4
2) H3O+
1) MeMgBr
2) H3O+
3) H2SO4, ∆
4) 1,3-butadiene, heat
5) mCPBA
6) NaOH, H2O
