page 21 Flashcards

1
Q

Role of the Leaving Group:

A

In nucleophilic substitution reactions (R−X+Nu−), the leaving group departs, taking the electron pair from the
C−X bond.
A good leaving group ensures the reaction proceeds efficiently.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Stability of the Leaving Group:

A

The better the leaving group, the more stable it is after departure.
Stability is influenced by how well the group can accommodate the negative charge.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Relation to Base Strength:
Weak bases are better leaving groups.

A

Example:
H2O is a better leaving group than
OH−because it is a weaker base.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

Examples of Good Leaving Groups:

A

Halide ions:
I −>Br −>Cl −>F −
(based on increasing stability as bases weaken).
Neutral molecules:
H2O is better than
HO−.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Question: What happens to the leaving group during nucleophilic substitution?

A

Answer: It departs with the electron pair from the
C−X bond, forming
X −.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

Why is a weaker base a better leaving group?

A

Answer: Weaker bases are more stable, making them better at accommodating the negative charge.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

Which is a better leaving group:
Br− or
Cl−?

A

Answer:
Br−, because it is a weaker base and more stable.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

Why is
H2O a better leaving group than
OH−?

A

Answer:
H2O is a weaker base and more stable after leaving.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Question: Rank
F

F

,
C
l

Cl

,
B
r

Br

, and
I

I

in order of leaving group ability.

A

Answer:
I

>
B
r

>
C
l

>
F

I

>Br

>Cl −>F −
.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

Question: Is
N
H
3
NH
3

a better leaving group than
O
H

OH

?

A

Answer: Yes, because
N
H
3
NH
3

is a weaker base than
O
H

OH

.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly