Bonding
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Transcript of Bonding
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CHEMICACHEMICAL L
BONDINGBONDING
CHEMICACHEMICAL L
BONDINGBONDING
CocaineCocaine
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3Chemical Chemical BondingBonding
Problems and questions —Problems and questions —
How is a molecule or How is a molecule or polyatomic ion held polyatomic ion held together?together?
Why are atoms distributed at Why are atoms distributed at strange angles?strange angles?
Why are molecules not flat?Why are molecules not flat?
Can we predict the structure?Can we predict the structure?
How is structure related to How is structure related to chemical and physical chemical and physical properties?properties?
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Forms of Chemical BondsForms of Chemical Bonds
• There are 2 extreme forms of There are 2 extreme forms of connecting or bonding atoms:connecting or bonding atoms:
• IonicIonic—complete transfer of 1 —complete transfer of 1 or more electrons from one or more electrons from one atom to anotheratom to another
• CovalentCovalent——some valence some valence electrons shared between atomselectrons shared between atoms
• Most bonds are Most bonds are somewhere in between.somewhere in between.
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Ionic Ionic BondsBondsIonic Ionic
BondsBondsEssentially complete electron Essentially complete electron
transfer from an element oftransfer from an element of low IE (metal)low IE (metal) to an element to an element ofof high affinityhigh affinity for electronsfor electrons (nonmetal)(nonmetal)
2 Na(s) + Cl2 Na(s) + Cl22(g) ---> (g) --->
2 Na2 Na++ + 2 Cl + 2 Cl--
Therefore, ionic compds. exist Therefore, ionic compds. exist primarily between metals at primarily between metals at left of periodic table (Grps left of periodic table (Grps 1A and 2A and transition 1A and 2A and transition metals) and nonmetals at metals) and nonmetals at right (O and halogens).right (O and halogens).
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Covalent BondingCovalent BondingThe bond arises from the mutual attraction of The bond arises from the mutual attraction of
2 nuclei for the same electrons.2 nuclei for the same electrons. Electron Electron sharingsharing results. (Screen 9.5)results. (Screen 9.5)
HB+ HAHBHA
Bond is a balance of attractive and repulsive Bond is a balance of attractive and repulsive forces.forces.
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Chemical Bonding: Chemical Bonding: ObjectivesObjectives
ObjectivesObjectives are to are to understand:understand:
1. 1. valence e- distributionvalence e- distribution in in molecules and ions.molecules and ions.
2. 2. molecular structuresmolecular structures
3. 3. bond propertiesbond properties and their and their effect on molecular effect on molecular properties.properties.
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Electron Electron Distribution Distribution in Moleculesin Molecules
Electron Electron Distribution Distribution in Moleculesin Molecules
• Electron distribution Electron distribution is depicted withis depicted with
Lewis electron Lewis electron dot structuresdot structures
• Valence electrons Valence electrons are distributed as are distributed as shared orshared or BOND BOND PAIRSPAIRS and and unshared unshared oror LONE LONE PAIRS.PAIRS.
G. N. Lewis G. N. Lewis 1875 - 19461875 - 1946
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Bond and Lone Bond and Lone PairsPairs
Bond and Lone Bond and Lone PairsPairs
• Valence electrons are distributed as Valence electrons are distributed as shared orshared or BOND PAIRSBOND PAIRS and and
unshared orunshared or LONE PAIRS.LONE PAIRS.
•
••
•
••
H Cllone pair (LP)
shared orbond pair
This is called a This is called a LEWIS LEWIS ELECTRON DOT ELECTRON DOT structure.structure.
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Bond FormationBond FormationBond FormationBond FormationA bond can result from a “head-to-head”A bond can result from a “head-to-head”
overlapoverlap of atomic orbitals on of atomic orbitals on neighboring atoms.neighboring atoms.
ClH H Cl••
••
••
••
••
••
+
Overlap of H (1s) and Cl (2p)
Note that each atom has a single, Note that each atom has a single, unpaired electron.unpaired electron.
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Valence ElectronsValence ElectronsValence ElectronsValence Electrons
Electrons are divided between Electrons are divided between corecore and and
valence electronsvalence electronsB 1sB 1s22 2s 2s22 2p 2p11
Core = [He]Core = [He] , , valence = 2svalence = 2s22 2p 2p11
Br [Ar] 3dBr [Ar] 3d1010 4s 4s22 4p 4p55
Core = [Ar] 3dCore = [Ar] 3d1010 , , valence = 4svalence = 4s22 4p 4p55
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Rules of the GameRules of the GameRules of the GameRules of the GameNo. of valence electrons of a main group atom = No. of valence electrons of a main group atom =
Group numberGroup number
••For Groups 1A-4A (14), no. of bond pairs = For Groups 1A-4A (14), no. of bond pairs = group number.group number.
• • For Groups 5A (15)-7A (17), BP’s = 8 - Grp. No.For Groups 5A (15)-7A (17), BP’s = 8 - Grp. No.
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Rules of the GameRules of the Game••No. of valence electrons of an atom = Group No. of valence electrons of an atom = Group
numbernumber
••For Groups 1A-4A (14), no. of bond pairs = For Groups 1A-4A (14), no. of bond pairs = group numbergroup number
•• For Groups 5A (15)-7A (17), BP’s = 8 - Grp. No.For Groups 5A (15)-7A (17), BP’s = 8 - Grp. No.
••Except for H (and sometimes atoms of 3rd Except for H (and sometimes atoms of 3rd and higher periods), and higher periods),
BP’s + LP’s = 4BP’s + LP’s = 4
This observation is called theThis observation is called the
OCTET RULEOCTET RULE
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14Building a Dot Building a Dot StructureStructureBuilding a Dot Building a Dot StructureStructureAmmonia, NHAmmonia, NH33
1. Decide on the 1. Decide on the central atomcentral atom ( (the atom the atom with lowest electron affinitywith lowest electron affinity); never H.); never H.
Hydrogen atoms are always terminal.Hydrogen atoms are always terminal.
Therefore, N is centralTherefore, N is central
2. Count valence electrons2. Count valence electrons
H = 1 and N = 5H = 1 and N = 5
Total = (3 x 1) + 5 Total = (3 x 1) + 5
= 8 electrons; = 8 electrons; 4 pairs4 pairs
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3.3. Form a single bond Form a single bond between the central atom and between the central atom and each surrounding atomeach surrounding atom
H H
H
N
Building a Dot StructureBuilding a Dot Structure
H••
H
H
N4.4. Remaining electrons form Remaining electrons form LONE PAIRS to complete octet as LONE PAIRS to complete octet as needed.needed.
3 BOND PAIRS and 1 LONE PAIR.3 BOND PAIRS and 1 LONE PAIR.
Note that N has a share in 4 pairs (8 electrons), Note that N has a share in 4 pairs (8 electrons), while H shares 1 pair.while H shares 1 pair.
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10 pairs of electrons are 10 pairs of electrons are now left.now left.
10 pairs of electrons are 10 pairs of electrons are now left.now left.
Sulfite ion, SOSulfite ion, SO332-2-Sulfite ion, SOSulfite ion, SO332-2-
Step 1. Central atom = SStep 1. Central atom = S
Step 2. Count valence electrons Step 2. Count valence electrons S = 6S = 6
3 x O = 3 x 6 = 183 x O = 3 x 6 = 18
Negative charge = 2Negative charge = 2
TOTAL = 26 e- or 13 pairsTOTAL = 26 e- or 13 pairs
Step 3. Form bondsStep 3. Form bonds
O O
O
SO O
O
S
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Sulfite ion, SOSulfite ion, SO332-2-Sulfite ion, SOSulfite ion, SO332-2-
Remaining pairs become lone pairs, first Remaining pairs become lone pairs, first on outside atoms and then on central on outside atoms and then on central atom.atom.
O O
O
S••
••
••
••
•• ••
••
••
••
••
Each atom is surrounded by an octet of electrons.Each atom is surrounded by an octet of electrons.
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Carbon Dioxide, COCarbon Dioxide, CO22Carbon Dioxide, COCarbon Dioxide, CO22
1. Central atom = _______1. Central atom = _______
2. Valence electrons = __ or __ pairs2. Valence electrons = __ or __ pairs
3. Form bonds.3. Form bonds.
O OC
••O OC
•• ••
••••••
4. Place lone pairs on outer atoms.4. Place lone pairs on outer atoms.
This leaves 6 pairs.This leaves 6 pairs.
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Carbon Dioxide, COCarbon Dioxide, CO22Carbon Dioxide, COCarbon Dioxide, CO22
4. Place lone pairs on outer atoms.4. Place lone pairs on outer atoms.
••O OC
•• ••
••••••
••O OC
•• ••
••••••
••O OC
•• ••
••••••
••O OC
•• ••
••••••
••O OC
•• ••
••
••O OC
•• ••
••
The second bonding pair forms aThe second bonding pair forms a pi (π)pi (π) bond.bond.
5. So that C has an octet, we shall form 5. So that C has an octet, we shall form DOUBLE BONDS between C and O.DOUBLE BONDS between C and O.
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20Double and Double and even triple even triple bonds are bonds are commonly commonly observed for C, observed for C, N, P, O, and SN, P, O, and S
••O OC
•• ••
••
••O OC
•• ••
••
HH22COCO
SOSO33
CC22FF44
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Sulfur Dioxide, SOSulfur Dioxide, SO22Sulfur Dioxide, SOSulfur Dioxide, SO22
1. Central atom = S1. Central atom = S
2. Valence electrons = 18 or 9 pairs2. Valence electrons = 18 or 9 pairs
••O OS
••
••
••
••••••
bring inleft pair
OR bring inright pair
3. Form double bond so that S has an octet 3. Form double bond so that S has an octet — but note that there are two ways of doing — but note that there are two ways of doing this.this.
•• OS
••
••
••
••••••O
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Sulfur Dioxide, SOSulfur Dioxide, SO22Sulfur Dioxide, SOSulfur Dioxide, SO22
This leads to the following structures.This leads to the following structures.
••O OS
••
••
••
••••••
bring inleft pair
OR bring inright pair
••O OS
••
••
••
••••••
bring inleft pair
OR bring inright pair
••O OS
••
••
••
••••
••O OS••
••
••
••
••
••O OS
••
••
••
••••
••O OS••
••
••
••
••
These equivalent structures are calledThese equivalent structures are called RESONANCE STRUCTURESRESONANCE STRUCTURES. The true . The true
electronic structure is aelectronic structure is a HYBRIDHYBRID of the two.of the two.
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Urea, (NHUrea, (NH22))22COCO
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Urea, (NHUrea, (NH22))22COCO
1. Number of valence electrons = 24 e-1. Number of valence electrons = 24 e-
2. Draw sigma bonds.2. Draw sigma bonds.
CN N H
HH
H
O
CN N H
HH
H
O
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3. Place remaining electron pairs in the 3. Place remaining electron pairs in the molecule.molecule.
••
CN N H
HH
H
O••
•• ••
••••
CN N H
HH
H
O••
•• ••
••
Urea, (NHUrea, (NH22))22COCO
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4. Complete C atom octet with double 4. Complete C atom octet with double bond.bond.
CN N H
HH
H
O••
•• ••
••
CN N H
HH
H
O••
•• ••
••
Urea, (NHUrea, (NH22))22COCO
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Boron TrifluorideBoron TrifluorideBoron TrifluorideBoron Trifluoride• Central atom = _____________Central atom = _____________
• Valence electrons = __________ or Valence electrons = __________ or electron pairs = __________electron pairs = __________
• Assemble dot structureAssemble dot structure
F••
••
••
F
F
B••
••
••
••
••
••
F••
••
••
F
F
B••
••
••
••
••
••
The B atom has a share in only 6 pairs of electrons (or 3 pairs). B atom in many molecules is electron deficient.
The B atom has a share in only 6 pairs of electrons (or 3 pairs). B atom in many molecules is electron deficient.
Violations of the Octet Violations of the Octet RuleRule
Violations of the Octet Violations of the Octet RuleRule
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Sulfur Tetrafluoride, Sulfur Tetrafluoride, SFSF44
Sulfur Tetrafluoride, Sulfur Tetrafluoride, SFSF44• Central atom = Central atom =
• Valence electrons = ___ or ___ pairs.Valence electrons = ___ or ___ pairs.
• Form sigma bonds and distribute electron Form sigma bonds and distribute electron pairs.pairs.
F
••
••
••
F
F
S••
••
••
••
•• F
••
••
••
••
••
F
••
••
••
F
F
S••
••
••
••
•• F
••
••
••
••
••
5 pairs around the S 5 pairs around the S atom. A common atom. A common occurrence outside the occurrence outside the 2nd period. 2nd period.
5 pairs around the S 5 pairs around the S atom. A common atom. A common occurrence outside the occurrence outside the 2nd period. 2nd period.
Violations of the Octet Violations of the Octet RuleRule
Violations of the Octet Violations of the Octet RuleRule
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Odd # of electrons, Odd # of electrons, NONO22
Odd # of electrons, Odd # of electrons, NONO22• Central atom = Central atom =
• Valence electrons = ___ or ___ pairs.Valence electrons = ___ or ___ pairs.
• Form sigma bonds and distribute electron Form sigma bonds and distribute electron pairs.pairs.
O
••O
N••
••
••
••
•
Violations of the Octet Violations of the Octet RuleRule
Violations of the Octet Violations of the Octet RuleRule
O
••O
N••
••
••
••
•
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30Formal Atomic Formal Atomic ChargesCharges
Formal Atomic Formal Atomic ChargesCharges
Definition of Formal Charge:
•Formal charge= Formal charge=
Group no. – 1/2 BEs - LPEsGroup no. – 1/2 BEs - LPEs
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••
•• O OC
••••
4 - (1/2)(8) - 0 = 0
6 - (1/2)(4) - 4 = 0
Carbon Dioxide, COCarbon Dioxide, CO22Carbon Dioxide, COCarbon Dioxide, CO22
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Calculated Partial Charges in Calculated Partial Charges in COCO22
Calculated Partial Charges in Calculated Partial Charges in COCO22
Yellow = negativeYellow = negative && red = positivered = positiveRelative size = relative chargeRelative size = relative charge
Yellow = negativeYellow = negative && red = positivered = positiveRelative size = relative chargeRelative size = relative charge
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33Thiocyanate Ion, SCNThiocyanate Ion, SCN--Thiocyanate Ion, SCNThiocyanate Ion, SCN--
6 - (1/2)(2) - 6 = -1 5 - (1/2)(6) - 2 = 0
4 - (1/2)(8) - 0 = 0
••
•
••S NC
•••
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Thiocyanate Ion, SCNThiocyanate Ion, SCN--Thiocyanate Ion, SCNThiocyanate Ion, SCN--
••
•
••S NC
•••
••
•
••S NC
•••
•••
••S NC
•••
Which is the most important resonance form?Which is the most important resonance form?
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35Calculated Partial Calculated Partial Charges in SCNCharges in SCN--
All atoms negative, but All atoms negative, but most on the Smost on the S
All atoms negative, but All atoms negative, but most on the Smost on the S
••
•
••S NC
•••
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Boron Trifluoride, Boron Trifluoride, BFBF33
Boron Trifluoride, Boron Trifluoride, BFBF33
F••
••
••
F
F
B••
••
••
••
••
••
What if we form a B—F double What if we form a B—F double bond to satisfy the B atom octet?bond to satisfy the B atom octet?
F••
••
••
F
F
B••
••
••
••
••
+
-
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MOLECULAR MOLECULAR GEOMETRYGEOMETRY
MOLECULAR MOLECULAR GEOMETRYGEOMETRY
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VSEPRVSEPR • VValence alence SShell hell EElectron lectron
PPair air RRepulsion theory.epulsion theory.
• Most important factor in Most important factor in determining geometry is determining geometry is relative repulsion between relative repulsion between electron pairs.electron pairs.
Molecule adopts Molecule adopts the shape that the shape that minimizes the minimizes the electron pair electron pair repulsions.repulsions.
Molecule adopts Molecule adopts the shape that the shape that minimizes the minimizes the electron pair electron pair repulsions.repulsions.
MOLECULAR GEOMETRYMOLECULAR GEOMETRYMOLECULAR GEOMETRYMOLECULAR GEOMETRY
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Electron Pair GeometriesElectron Pair GeometriesFigure 9.12Figure 9.12
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H
HH
H
tetrahedral
109Þ
C4
120Þ
planar trigonal
FFB
F3
180Þ
linear2
GeometryExample
No. of e- PairsAround CentralAtom
F—Be—F
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Electron Pair GeometriesElectron Pair GeometriesFigure 9.12Figure 9.12
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42Structure Structure Determination by Determination by
VSEPRVSEPR
Structure Structure Determination by Determination by
VSEPRVSEPRAmmonia, NHAmmonia, NH33
There are 4 electron pairs at the corners There are 4 electron pairs at the corners of a tetrahedron.of a tetrahedron.
H
H
H
lone pair of electronsin tetrahedral position
NH••
H
H
NH••
H
H
N
The The ELECTRON PAIR GEOMETRYELECTRON PAIR GEOMETRY is is tetrahedraltetrahedral..The The ELECTRON PAIR GEOMETRYELECTRON PAIR GEOMETRY is is tetrahedraltetrahedral..
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43Bond Properties
bond order, bond length, bond energy, bond polarity
Bond Properties
bond order, bond length, bond energy, bond polarity
Buckyball in HIV-proteaseBuckyball in HIV-protease
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44Bond OrderBond Order
# of bonds between a pair of atoms# of bonds between a pair of atomsBond OrderBond Order
# of bonds between a pair of atoms# of bonds between a pair of atoms
Double bondDouble bondDouble bondDouble bondSingle bondSingle bondSingle bondSingle bond
Triple Triple bondbondTriple Triple bondbond
AcrylonitrileAcrylonitrileAcrylonitrileAcrylonitrile
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Bond OrderBond OrderFractional bond orders in resonance structures.
Consider NO2-
bonds O—N 2
bonds NO in pairs -e 3 = orderBond
bonds O—N 2
bonds NO in pairs -e 3 = orderBond
Bond order = Total # of e - pairs used for a type of bond
Total # of bonds of that typeBond order =
Total # of e - pairs used for a type of bondTotal # of bonds of that type
The N—O bond order = 1.5The N—O bond order = 1.5The N—O bond order = 1.5The N—O bond order = 1.5
O O O O
N••
••••
••••
••••••••••
••••
••N
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Bond OrderBond OrderBond order is proportional to two important bond
properties:
(a) bond strength
(b) bond length
745 kJ745 kJ
414 kJ414 kJ
110 pm110 pm
123 pm123 pm
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Bond LengthBond Length• Bond length is the distance between the nuclei of
two bonded atoms.
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Bond length depends on bond order.
Bond distances measured Bond distances measured using CAChe software. In using CAChe software. In Angstrom units where 1 A = Angstrom units where 1 A = 1010-2 -2 pm.pm.
Bond distances measured Bond distances measured using CAChe software. In using CAChe software. In Angstrom units where 1 A = Angstrom units where 1 A = 1010-2 -2 pm.pm.
Bond LengthBond Length
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Using Bond EnergiesUsing Bond Energies
Estimate the energy of the reaction
H—H + Cl—Cl ----> 2 H—Cl
Net energy = ∆Hrxn =
= energy required to break bonds
- energy evolved when bonds are made
H—H = 436 kJ/molH—H = 436 kJ/molCl—Cl = 242 kJ/molCl—Cl = 242 kJ/molH—Cl = 432 kJ/molH—Cl = 432 kJ/mol
H—H = 436 kJ/molH—H = 436 kJ/molCl—Cl = 242 kJ/molCl—Cl = 242 kJ/molH—Cl = 432 kJ/molH—Cl = 432 kJ/mol
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Estimate the energy of the reaction
H—H + Cl—Cl ----> 2 H—ClH—H = 436 kJ/mol H—H = 436 kJ/mol Cl—Cl = 242 kJ/molCl—Cl = 242 kJ/molH—Cl = 432 kJ/molH—Cl = 432 kJ/mol
H—H = 436 kJ/mol H—H = 436 kJ/mol Cl—Cl = 242 kJ/molCl—Cl = 242 kJ/molH—Cl = 432 kJ/molH—Cl = 432 kJ/mol
Sum of H-H + Cl-Cl bond energies = 436 Sum of H-H + Cl-Cl bond energies = 436 kJ + 242 kJ = +678 kJkJ + 242 kJ = +678 kJ
Using Bond EnergiesUsing Bond Energies
2 mol H-Cl bond energies = 864 kJ2 mol H-Cl bond energies = 864 kJ2 mol H-Cl bond energies = 864 kJ2 mol H-Cl bond energies = 864 kJ
Net = ∆H = +678 kJ - 864 kJ = -186 kJNet = ∆H = +678 kJ - 864 kJ = -186 kJNet = ∆H = +678 kJ - 864 kJ = -186 kJNet = ∆H = +678 kJ - 864 kJ = -186 kJ
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Molecular Molecular PolarityPolarity
Why do ionic compounds dissolve in Why do ionic compounds dissolve in water?water?
Boiling point = 100 ˚CBoiling point = 100 ˚C
Boiling point = -161 ˚CBoiling point = -161 ˚C
Why do water and methane Why do water and methane differ so much in their differ so much in their
boiling points?boiling points?
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Bond PolarityBond PolarityBond PolarityBond Polarity
HCl is HCl is POLARPOLAR because it because it has a positive end and a has a positive end and a negative end.negative end.
Cl has a greater share in Cl has a greater share in bonding electrons than bonding electrons than does H.does H.
Cl has a greater share in Cl has a greater share in bonding electrons than bonding electrons than does H.does H.
Cl has slight negative charge Cl has slight negative charge (-(-)) and H has and H has slight positive charge slight positive charge (+ (+ ))
H Cl••
••
+ -••H Cl
••
••
+ -••
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Due to the bond polarity, the H—Cl Due to the bond polarity, the H—Cl bond energy is GREATER than bond energy is GREATER than expected for a “pure” covalent bond.expected for a “pure” covalent bond.
BONDBOND ENERGYENERGY
““pure” bondpure” bond339 kJ/mol calc’d339 kJ/mol calc’d
real bondreal bond 432 kJ/mol measured432 kJ/mol measured
BONDBOND ENERGYENERGY
““pure” bondpure” bond339 kJ/mol calc’d339 kJ/mol calc’d
real bondreal bond 432 kJ/mol measured432 kJ/mol measured
Difference = 92 kJ. This difference is Difference = 92 kJ. This difference is proportional to the difference in proportional to the difference in
ELECTRONEGATIVITYELECTRONEGATIVITY, , ..
Difference = 92 kJ. This difference is Difference = 92 kJ. This difference is proportional to the difference in proportional to the difference in
ELECTRONEGATIVITYELECTRONEGATIVITY, , ..
Bond Bond PolarityPolarityBond Bond PolarityPolarityH Cl
••
••
+ -••
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Electronegativity, Electronegativity, is a measure of the ability of an atom in a is a measure of the ability of an atom in a
molecule to attract electrons to itself.molecule to attract electrons to itself.
Concept proposed byConcept proposed byLinus PaulingLinus Pauling1901-19941901-1994
Concept proposed byConcept proposed byLinus PaulingLinus Pauling1901-19941901-1994
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Linus Pauling, 1901-1994Linus Pauling, 1901-1994
The only person to receive two unshared Nobel prizes (for The only person to receive two unshared Nobel prizes (for Peace and Chemistry). Peace and Chemistry).
Chemistry areas: bonding, electronegativity, protein Chemistry areas: bonding, electronegativity, protein structurestructure
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56ElectronegativityElectronegativity
Figure 9.9Figure 9.9
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• F has maximum F has maximum ..
• Atom with lowest Atom with lowest is the center atom in is the center atom in most molecules.most molecules.
• Relative values of Relative values of determine determine BOND BOND POLARITYPOLARITY (and point of attack on a (and point of attack on a molecule).molecule).
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 180
0.5
1
1.5
2
2.5
3
3.5
4
H
FCl
CN
O
SP
Si
Electronegativity,Electronegativity, Electronegativity,Electronegativity,
See Figure 9.9See Figure 9.9
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Bond PolarityBond PolarityBond PolarityBond PolarityWhich bond is more polar (or DIPOLAR)?Which bond is more polar (or DIPOLAR)?
O—HO—H O—FO—F
3.5 - 2.13.5 - 2.1 3.5 - 4.03.5 - 4.0
1.41.4 0.50.5
OH is more polar than OFOH is more polar than OF
and polarity is “reversed.”and polarity is “reversed.”and polarity is “reversed.”and polarity is “reversed.”
O H+-
O F+ -
O H+-
O F+ -
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Molecular PolarityMolecular PolarityMolecules—such as HCl and HMolecules—such as HCl and H22O— can be O— can be POLARPOLAR (or (or
dipolar). dipolar).
They have a They have a DIPOLE MOMENTDIPOLE MOMENT. The polar HCl molecule . The polar HCl molecule will turn to align with an electric field.will turn to align with an electric field.
Figure 9.15Figure 9.15
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Molecular PolarityMolecular PolarityThe magnitude of the dipole is The magnitude of the dipole is
given in Debye units. Named given in Debye units. Named
for Peter Debye (1884 - 1966). for Peter Debye (1884 - 1966).
Rec’d 1936 Nobel prize for Rec’d 1936 Nobel prize for
work on x-ray diffraction and work on x-ray diffraction and
dipole moments. dipole moments.
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Dipole MomentsDipole Moments
Why are some molecules polar but others Why are some molecules polar but others are not?are not?
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Molecular PolarityMolecular PolarityMolecular PolarityMolecular PolarityMolecules will be polar ifMolecules will be polar if
a)a) bonds are polarbonds are polar
ANDAND
b)b) the molecule is NOT “symmetric”the molecule is NOT “symmetric”
All above are All above are NOTNOT polar polar
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Polar or Nonpolar?Polar or Nonpolar?Compare CO2 and H2O. Which one is polar?
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Carbon DioxideCarbon Dioxide
• COCO22 is NOT polar is NOT polar even though the CO even though the CO bonds are polar.bonds are polar.
• COCO22 is symmetrical. is symmetrical.
••O OC
•• ••
••
+1.5+1.5 -0.75-0.75-0.75-0.75
Positive C atom Positive C atom is reason COis reason CO22 + + HH22O gives HO gives H22COCO33
Positive C atom Positive C atom is reason COis reason CO22 + + HH22O gives HO gives H22COCO33
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Consequences of HConsequences of H22O O PolarityPolarity
Microwave Microwave ovenoven
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Polar or Nonpolar?Polar or Nonpolar?
• Consider AB3 molecules: BF3, Cl2CO, and NH3.
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67Molecular Polarity, Molecular Polarity, BFBF33
Molecular Polarity, Molecular Polarity, BFBF33
F
F FB
F
F FB
B atom is B atom is positive and positive and F atoms are F atoms are negative.negative.
B—F bonds in BFB—F bonds in BF33 are polar. are polar. B—F bonds in BFB—F bonds in BF33 are polar. are polar.
But molecule is symmetrical and But molecule is symmetrical and NOTNOT polar polar
But molecule is symmetrical and But molecule is symmetrical and NOTNOT polar polar
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68Molecular Polarity, Molecular Polarity, HBFHBF22
Molecular Polarity, Molecular Polarity, HBFHBF22
B atom is B atom is positive but H positive but H & F atoms are & F atoms are negative.negative.
H
F FB
H
F FB
B—F and B—H bonds in HBFB—F and B—H bonds in HBF22 are are
polar. But molecule is NOT polar. But molecule is NOT symmetrical and is polar.symmetrical and is polar.
B—F and B—H bonds in HBFB—F and B—H bonds in HBF22 are are
polar. But molecule is NOT polar. But molecule is NOT symmetrical and is polar.symmetrical and is polar.
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Is Methane, CHIs Methane, CH44, Polar?, Polar?Is Methane, CHIs Methane, CH44, Polar?, Polar?
Methane is symmetrical and is NOT polar.Methane is symmetrical and is NOT polar.
H
HH
HC
H
HH
HC
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Is CHIs CH33F Polar?F Polar?Is CHIs CH33F Polar?F Polar?
F
HH
HC
F
HH
HC
C—F bond is very polar. C—F bond is very polar. Molecule is not symmetrical and Molecule is not symmetrical and so is polar.so is polar.
C—F bond is very polar. C—F bond is very polar. Molecule is not symmetrical and Molecule is not symmetrical and so is polar.so is polar.
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Substituted EthyleneSubstituted EthyleneSubstituted EthyleneSubstituted Ethylene
• C—F bonds are MUCH more polar than C—C—F bonds are MUCH more polar than C—H bonds. H bonds.
• Because both C—F bonds are on same Because both C—F bonds are on same side of molecule, molecule is side of molecule, molecule is POLARPOLAR..
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Substituted EthyleneSubstituted EthyleneSubstituted EthyleneSubstituted Ethylene
• C—F bonds are MUCH more polar than C—F bonds are MUCH more polar than C—C—H bonds. H bonds.
• Because both C—F bonds are on opposing Because both C—F bonds are on opposing ends of molecule, molecule is ends of molecule, molecule is NOT POLARNOT POLAR..