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9.
O
−
CH
3
+
a.
b.
10.
a.
A compound with four conjugated double bonds has four molecular orbitals.
F
b.
c
1
and
c
2
are symmetric molecular orbitals.
F
c.
If
c
3
is the HOMO in the ground state,
c
4
will be the HOMO in the excited state
.
T
d.
If
c
3
is the LUMO,
c
4
will be the HOMO.
F
e.
If the ground-state HOMO is symmetric, the ground-state LUMO will be antisymmetric
.
T
f.
A single bond formed by an
sp
2
—
sp
2
overlap is longer than a single bond formed by an
sp
2
—
sp
3
overlap.
F
g.
The thermodynamically controlled product is the major product obtained when the
reaction is carried out under mild conditions.
F
h.
1,3-Hexadiene is more stable than 1,4-hexadiene
.
T
11.
CH
3
C C
CH
3
Br
CH
3
CHCH
3
CH
3
C C
CH
3
CH
3
CHCH
3
Br
CH
2
C CCH
2
CH
3
Br
CH
3
CH
3
BrCH
2
C CCH
2
CH
3
CH
3
CH
3
12.
CH
3
CH
3
+
O
13.
CH
3
CH CHCCH
3
CH
3
+
CH
3
CH CHCHCH
3
+
CH
3
CH CHCH
2
+
CH
3
CH CHCH
2
CH
2
+
>
>
>
14.
a.
Cl
CH
3
1,2
1,4
Cl
CH
3
b.
Cl
CH
3
15.
Br
2
H
2
O
HO
Br
16.
COOH
COOH