Aldehyde and ketones can react with nucleophiles based on carbon, hydrogen, oxygen and nitrogen.
Provide the structure of the organic product expected when each nucleophile given reacts with the
aldehyde starting material shown. Please indicate when mixtures of products are formed and the
relationship between molecules.
a)
MeO
OMe
H
OH (xs)
H$_2$SO$_4$ cat.
b)
NH$_2$
MeO
H
H$_2$SO$_4$ cat.
OMe
c)
MeO
H
1. MgBr
OMe
2. H$_2$O
d)
MeO
H
1. LAH
2. H$_2$O
OMe
P(Ph)$_3$
e)
MeO
H
OMe
f)
MeO
1. NaCN, HCl
H
2. LAH
3. H$_2$O
OMe
