topics for today lewis dot structures ii nonbonding electrons resonanceelectronegativity oo o oo o [...

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Topics for Today Topics for Today Lewis Dot Structures II Lewis Dot Structures II Nonbonding electrons Nonbonding electrons Resonance Resonance Electronegativity Electronegativity O O O O O O [ [

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Page 1: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Topics for TodayTopics for TodayLewis Dot Structures IILewis Dot Structures II

Nonbonding electronsNonbonding electrons

ResonanceResonance

ElectronegativityElectronegativity

O OO

O OO[

[

Page 2: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Readings for Today (Review)Readings for Today (Review)

Atomic Structure and Periodicity Atomic Structure and Periodicity Section 2.2Section 2.2What’s in a bond? Seeing Electrons What’s in a bond? Seeing Electrons Section 2.3Section 2.3

O OO

O OO[

[

Page 3: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Topics for WednesdayTopics for Wednesday

CFCs and the Ozone HoleCFCs and the Ozone HoleThe ClThe Cl.. Radical RadicalProperties and Uses of CFCs!Properties and Uses of CFCs!

“We’ve got Styrofoam boxes

for the ozone layer”

Page 4: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Readings for WednesdayReadings for Wednesday

Review 2.9 CFCs: Properties, uses and Review 2.9 CFCs: Properties, uses and interactions with ozone interactions with ozone

2.11 Responses to a global concern2.11 Responses to a global concern

2.12 Looking to the future2.12 Looking to the future

Page 5: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Topics for TodayTopics for TodayLewis Dot Structures IILewis Dot Structures II

Nonbonding electronsNonbonding electrons

ResonanceResonance

ElectronegativityElectronegativity

O OO

O OO[

[

Page 6: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Handout B!

Non-Bonding Electrons

Page 7: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

What are What are non-bondingnon-bonding electrons? electrons?

Page 8: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

What are What are non-bondingnon-bonding electrons? electrons?

Valence electrons that do not partake in bonding. Easy

enough….

Page 9: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Valence ElectronsValence Electrons

C N :O :Cl.... .

.. .. ..... ..

..

4 5 6 7 Valence Electrons

4 3 2 1 # of bonds

Review

Page 10: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Drawing Lewis Dot Structures!!Drawing Lewis Dot Structures!!

1) MEMORIZE the # valence electrons for C, H, O, N, Cl

and related elements!

2) KNOW the octet (or duet)

rule!!

Page 11: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

How many nonbonding

electrons are in methane, ammonia,

water, and HCl?

Page 12: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

C.... How many

bonds will form?

REVIEW

Page 13: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

C HH

H

H

Methane, CH4

4 bonds around C (8 electrons)

REVIEW

Page 14: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

•• N N •• How many bonds are likely to

form?

Page 15: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Ammonia, NHAmmonia, NH33

HH

H

N

3 bonds around N

Note the nonbonding

pair.

Page 16: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

O O

How many bonds?

Page 17: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

WaterWater

O — H

H

2 bonds around O

How many nonbondin

g pairs?

Page 18: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Cl Cl

How many bonds is Cl likely to

form?

Page 19: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Hydrogen chlorideHydrogen chloride

H — ClH — Cl

1 bond from Cl 1 bond from Cl

How many nonbondin

g pairs?

Page 20: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

What happens to CFCs when they

get into the atmosphere?

Page 21: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

FREON-12 (dichlorodifluoromethane)

C

Cl

Cl

F

F

UV-C

What does UV light

usually do to bonds?

CCl

F

F.

+ Cl.

Don’t forget about the

nonbonding electrons!

Page 22: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

CCl2F2

λ < 220 nm

UV-C light

.CClF2 + Cl.

Page 23: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Where in the atmosphere

does this take place?

http://www.windows.ucar.edu/earth/images/atmosphere_mural.jpg

Page 24: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

What is the difference

between Cl. And Cl-?

Cl. Cl-

Chlorine radical Chloride ion

Draw the Lewis

structure for each!

What do we do with the charge?

:Cl....

. :Cl:....

-

Which one is more

reactive?

Why????

Page 25: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Be able to write the same thing for

OH. and OH-1

Which is more reactive?

Why?

ON YOUR OWN

Page 26: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Write the complete reaction for the ionization Write the complete reaction for the ionization of Hof H22O in Lewis structure form!!O in Lewis structure form!!

H2O vs H2O.+

Don’t forget the

nonbonding electrons!

ON YOUR OWN

Which is more reactive?

Why?

Page 27: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Why do CO and NWhy do CO and N22 look the same? look the same?

1. Count the

valence electrons

2. Follow

the octet rule!

ON YOUR OWN

Page 28: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Be able to complete this

worksheet from all directions!

Page 29: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Handout C!(resonance

forms!)

Page 30: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Handout CHandout C

Be careful of Be careful of resonance resonance forms!forms!

Page 31: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

ResonanceResonance

Sometimes just Sometimes just oneone Lewis structure cannot Lewis structure cannot completely describe the actual chemical completely describe the actual chemical structure…structure…

Page 32: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Sometimes Sometimes oneone Lewis structure cannot Lewis structure cannot completely describe the structure…completely describe the structure…

Resonance structures will always involve

a double bond!

Page 33: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Look at Handout C!

Page 34: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Resonance - EXAMPLE

AHEAD

Page 35: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

O OO..

..

..

.... ..

Ozone, O3

How many valence

electrons?

Is this the only way we could write

this structure?

Page 36: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

O OO

O OO..

..

..

.... ..

.......

. ....OR

They are both

equal!

Neither ONE is correct!

Page 37: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Resonance structures for OResonance structures for O33

O OO[ [

O OO..

..

..

.... ..

.......

. ....

No one resonance form actually

represents the true structure of ozone.

Page 38: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Actual structure for

ozone…

O OO

An average of the two

resonance structures

Page 39: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Compare with O2

O=O O=O

oxygenoxygen ozoneozone

O OO

Which bond is

stronger?

Page 40: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

OO22 O + O O + O

λ< 242 nmλ< 242 nm

OO33 O O22 + O + O

λ< 320 nmλ< 320 nm

UV- C

UV- B

Page 41: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Try the rest of the worksheet on your own!

HINT: SO2 will look a lot like

ozone… WHY?

HINT: Don’t forget the charge on

nitrate!

Page 42: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

BenzeneBenzene

CC66HH66

A A hydrocarbonhydrocarbon

How many valence

electrons?

Page 43: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Fig.10.04aFig.10.04a

Figure 10.4p. 438

Page 44: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Fig.10.04bFig.10.04b

Figure 10.4p. 438

Page 45: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Fig.10.04bFig.10.04b

Figure 10.4p. 438

Is there any other way to

draw this structure?

Page 46: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [
Page 47: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

So, how do we usually draw

benzene?

How many bonds are

between each carbon?

Page 48: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Fig.10.04cFig.10.04c

Figure 10.4p. 438

Page 49: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

What is ANOTHER way that

atoms can differ??

Their “greediness” for electrons.

Page 50: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Electronegativity Electronegativity – the measure of an atom’s – the measure of an atom’s attraction for electrons in a chemical bond attraction for electrons in a chemical bond (CiC)!(CiC)!

Every element has its own

electronegativity!

(RANGES FROM 0 to 4)

Page 51: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

2.1

1.0

0.9

0.8

1.2

1.0

3.0 3.52.5 4.0

2.5 3.0

2.8

2.5

Page 52: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Electronegativity: Electronegativity: Increases to the right and up the periodic table! WHY?

(RANGES FROM 0 to 4)

Page 53: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [
Page 54: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Why do we worry about

electronegativity?

Page 55: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Covalent BondsCovalent Bonds

O=C=O

C HH

H

H

C HH

H

H

: :. .

. .

O:: OC::

A bond where two atoms share electrons

..

.. ....

methane, CH4

carbon dioxide, CO2

Not all covalent bonds are

created equal!!!

Page 56: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

COVALENT BONDS

NONPOLAR POLAR

Page 57: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

TYPES OF BONDSTYPES OF BONDS

Electronegativity Difference

Low High

IONICPOLARNONPOLAR

COVALENT

Page 58: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

Polar Bonds: Polar Bonds: Unequal sharingUnequal sharing of electrons of electrons in a chemical bond. Still a in a chemical bond. Still a covalentcovalent bond! bond!

Page 59: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

H ClEN

H

Cl

2.1

3.0

High difference

in EN!

Cl pulls the electrons

towards it!

δ-δ+

Read as “delta minus”

Means “slightly negative”

Page 60: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

H H —— Cl or H Cl or H ::ClCl

Unequal sharingUnequal sharing of 2 electrons by 2 of 2 electrons by 2 atoms. The bond in HCl is a atoms. The bond in HCl is a polar polar bond.bond.

Page 61: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

H Cl

C HH

H

H

EN

H

Cl

C

2.1

2.5

3.0

High difference

in EN!HCl is a

polar bond!

δ-δ+

What about

methane?

The C-H bond is

nonpolar!

Page 62: Topics for Today Lewis Dot Structures II Nonbonding electrons ResonanceElectronegativity OO O OO O [ [

C HH

H

H

: :. .

. .

The electrons are shared (relatively) equally by the two atoms