Study Flashcards

1
Q

sp hybridization

bond angle
orbitals after hybridization

A

180° bond angle
1 s orbital and 3 p orbitals –> 2 sp orbitals and 2 p orbitals

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

sp2 hybridization

bond angle
orbitals after hybridization

A

120° bond angle
1 s orbital and 3 p orbitals –> 3 sp2 orbitals and 1 p orbital

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

sp3 hybridization

bond angle
orbitals after hybridization

A

109.5° bond angle
1 s orbital and 3 p orbitals –> 4 sp3 orbitals

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

Lone pair next to pi bond

A

Creates resonance, so the hybridization is one lower than expected

The hybridization is lower on the atom which the lone pair is connected to (see Q3a on practice midterm 1)

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

Abbreviation for factors affecting basicity

A

CHESIR
C - charge
H - hybridization
E - electronegativity
S - size
I - induction
R - resonance

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

Charge

in CHESIR

A

Greater net negative charge equals stronger base

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

Hybridization

in CHESIR

A

The higher energy hybrid is the stronger base

sp < sp2 < sp3

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

Electronegativity

in CHESIR

A

The more electronegative, the weaker the base

Use when molecules have the same structure. Less important than size

Compare elements on the same row from left to right, left being less basic and right being more basic. For elements on the same column, basicity increases from bottom up

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

Size

in CHESIR

A

Larger atoms are more stable and therefore a weaker base

Use when molecules have the same structure. More important than electronegativity

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

Induction

in CHESIR

A

Electronegative atoms pull electrons in molecules, resulting in weaker base

Does not have strong effects relative to the other factors in CHESIR. The closer an electronegative atom is, the stronger the induction and weaker the base

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

Resonance

in CHESIR

A

Results in a weaker base

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

How to determine major species in solution

A

When pH = pKa, 1:1 balance between protonated/deprotonated

When pH < pKa, the more acidic form will be favored. When pH > pKa, the more basic form will be favored

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

How to estimate pKa of a molecule

A

Look for similar atoms, charge, and resonance

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

Acidity on periodic table

A

Acidity increases from left to right and from top to the bottom

Also basicity increases from bottom up (because size increases top down, so the smaller molecules are more unstable and therefore more basic)

When looking at how basic/acidic an element would be

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