Organic Chemistry: CHEM 231B
Whittier College
Spring 2004
Practice Problem Set for Test #4
1. Predict the major product(s) for the following reactions:
O
Cl
AlCl3
O
HN
O
O
H
O
O
HOOH
O
NH
?
1. HNO3 / H2SO4
2. NH2-NH2 / NaOH / H2O?
1. LDA / THF (reverse addition)
2. 3-methyl-butanal / THF?
(1 eq)
1.
Catalytic H2SO4 / 0 C
2. EtMgBr / Et2O
3. 0.1 M HCl
4. Acidic Azeotropic removal of water
(Benzene / pTSOH / Dean Stark Trap)
?
1.H2SO4 / Benzene / Azeotrope
2. Isobutyl bromide / THF
3. 0.1 M HCl?
O
NaOCH3 / CH3OH / 2,2-dimethylethanal?
1a. What are the identities of all of the major products?
1b. Understanding reaction mechanisms is important for this test. As a result, you might want to draw all of
the mechanisms for the reactions.
