page 22 Flashcards
Relation to Basicity:
The weaker the base, the better the leaving group.
A weak base can stabilize the negative charge more effectively after departing.
Periodic Trends:
Across a Period (Row):
Basicity decreases from left to right across a row of the periodic table.
Leaving group ability increases from left to right.
Example:
N
H
3
NH
3
(weaker leaving group) vs.
H
2
O
H
2
O (better leaving group).
Down a Group (Column):
Basicity decreases as you move down the group in the periodic table.
Leaving group ability increases as you move down the group.
Example:
F
−
<
C
l
−
<
B
r
−
<
I
−
F
−
<Cl
−
<Br
−
<I
−
(increasing leaving group ability).
Question: Why is
H
2
O
H
2
O a better leaving group than
N
H
3
NH
3
?
Answer:
H
2
O
H
2
O is a weaker base and more stable after departure, making it a better leaving group.
How does leaving group ability change across a period of the periodic table?
Answer: It increases from left to right because basicity decreases.
Which is a better leaving group:
C
l
−
Cl
−
or
I
−
I
−
?
Answer:
I
−
I
−
is a better leaving group because it is a weaker base and more stable.
Arrange the following in order of increasing leaving group ability:
F
−
F
−
,
I
−
I
−
,
C
l
−
Cl
−
,
B
r
−
Br
−
.
Answer:
F
−
<
C
l
−
<
B
r
−
<
I
−
F
−
<Cl
−
<Br
−
<I
−
.
What is the general rule for determining a good leaving group?
Answer: The weaker the base, the better the leaving group.
Why does basicity decrease down a group in the periodic table?
Answer: Because larger atoms can better stabilize the negative charge due to their size and lower charge density.