Escolar Documentos
Profissional Documentos
Cultura Documentos
Which is
acceptable?
Formal charge
concept
Formal Charge
Treats covalent bond with equal electron distribution no EN diff bet atom
Electronegative atom has negative while least electronegative atom
has positive formal charge.
Click here video formal charges
L+
V - valence electrons of atom
L Lone pair electron
B - electrons shared in covalent bonds in the molecule
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
L+
L+
V- Valence electron C = 4
L - Lone pair electron C = 0
B - Bonding electron C = 8
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 4 (0+4) = 0
FC = 6 (4+2) = 0
L+
L+
L+
V- Valence electron C = 4
L - Lone pair electron C = 0
B - Bonding electron C = 8
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 4 (0+4) = 0
FC = 6 (4+2) = 0
Which is
acceptable?
-1
+1
-1
+2
-1
Lowest formal charge more stable - contribute more to diff resonance structures.
Sum of formal charges must be zero for neutral or equal to charge on ion.
+2
-2
L+
L+
L+
V- Valence electron N = 5
L- Lone pair electron N = 0
B- Bonding electron N = 8
V- Valence electron N = 5
L- Lone pair electron N = 2
B- Bonding electron N = 6
FC = 5 (2+3) = 0
V- Valence electron O = 6
L- Lone pair electron O = 6
B- Bonding electron O = 2
FC = 5 (0+4) = +1
FC = 6 (6+1) = -1
Which is acceptable?
+1
-1
-1
+1
-2
+1
+1
+1
-1
-1
+2
-1
-2
+2
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures carbonate ion
Carbonate Ion
CO 32
C
resonance structure 1
resonance structure 2
Resonance hybrid
resonance structure 3
Bond Order =
11
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 6
B- Bonding electron O = 2
L+
V- Valence electron C = 4
L - Lone pair electron C = 0
B - Bonding electron C = 8
FC = 6 (6 +1) = -1
FC = 4 (0+4) = 0
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
-1
-1
0
0
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures nitrate ion
NO 3
Nitrate Ion
resonance structure 1
resonance structure 2
1/3
1/3
1/3
resonance hybrid
resonance structure 3
1
Bond Order = 1 3
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 6
B- Bonding electron O = 2
L+
V- Valence electron N = 5
L - Lone pair electron N = 0
B - Bonding electron N = 8
FC = 6 (6 +1) = -1
FC = 5 (0+4) = +1
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
0
-1
+1
-1
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures nitrite ion
Nitrite Ion
resonance structure 1
NO 2
resonance structure 2
resonance hybrid
1
Bond Order = 1 2
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
V- Valence electron N = 5
L - Lone pair electron N = 2
B - Bonding electron N = 6
V- Valence electron O = 6
L- Lone pair electron O = 6
B- Bonding electron O = 2
FC = 6 (4 +2) = 0
FC = 5 (2+3) = 0
FC = 6 (6+1) = -1
-1
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Sulfur Dioxide
SO 2
resonance structure 1
resonance structure 2
resonance structure 3
resonance hybrid
1
Bond Order = 1 2
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
L+
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
V- Valence electron S = 6
L - Lone pair electron S = 2
B - Bonding electron S = 8
FC = 6 (4 +2) = 0
FC = 6 (2+4) = 0
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
L+
L+
V- Valence electron S = 6
L - Lone pair electron S = 2
B - Bonding electron S = 8
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4 +2) = 0
FC = 6 (2+4) = 0
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
Which is acceptable?
0
Lowest formal charge is preferred
0
0
+1
-1
+1
-1
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structure cyanate
Cyanate ion
resonance structure 1
resonance structure 2
-1
Contribute less
resonance structure 3
-1
+1
-2
-1
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Xenon trioxide
XeO 3
Which structure is
acceptable ?
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
V- Valence electron Xe = 8
L- Lone pair electron Xe = 2
B- Bonding electron Xe = 12
FC = 6 (4 +2) = 0
0
0
FC = 8 (2 +6) = 0
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4 +2) = 0
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures sulfur trioxide
SO 3
Sulfur Trioxide
resonance structure 1
resonance structure 2
resonance structure 3
resonance structure 4
S
resonance hybrid
120
1
Bond Order = 1 3
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
V- Valence electron S = 6
L - Lone pair electron S = 0
B - Bonding electron S = 12
FC = 6 (4 +2) = 0
FC = 6 (0+6) = 0
Which is acceptable?
0
Lowest formal charge is preferred
FC = 6 (4+2) = 0
-1
-1
0
+2
+2
+2
-1
-1
-1
-1
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures methanoate
Methanoate ion
HCOO
Ethanoate ion
CH3COO
resonance structure 1
resonance structure 2
resonance structure 1
resonance structure 2
CH3
resonance hybrid
resonance hybrid
1
Bond Order = 1 2
Click here to view
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 6
B- Bonding electron O = 2
V- Valence electron C = 4
L - Lone pair electron C = 0
B - Bonding electron C = 8
FC = 6 (6 +1) = -1
FC = 4 (0+4) = 0
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
FC = 6 (4+2) = 0
-1
0
0
Delocalization of electrons
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures thiocyanate
Thiocyanate ion
SCN
Which is acceptable
structure?
resonance structure 1
resonance structure 2
-1
resonance structure 3
-1
+1
-2
-1
L+
L+
V- Valence electron C = 4
L- Lone pair electron C = 0
B- Bonding electron C = 8
V- Valence electron S = 6
L- Lone pair electron S = 4
B- Bonding electron S = 4
FC = 6 (4+2) = 0
FC = 4 (0+4) = 0
L+
V- Valence electron N = 5
L- Lone pair electron N = 4
B- Bonding electron N = 4
FC = 5 (4+2) = -1
Which is acceptable?
-1
-1
-1
+1
-2
Delocalization of electrons
UV radiation
Resonance
Describing delocalization of electrons within a molecule/polyatomic ion
where bonding cannot be express by ONE single Lewis structure
Delocalization of bond electrons spread over more than 2 nuclei
electrons are shared
electrons spread more stable
Resonance structures ozone
strongest radiation
Ozone
resonance structure 1
O3
resonance structure 2
Ozone at stratosphere
resonance hybrid
O3
1
Bond Order = 1 2
Formal Charge
Tool/Model for comparing which Lewis structures is more acceptable
Treats covalent bond with equal electron distribution no electronegativity differences bet atom
Electronegative atom has negative while least electronegative atom has positive formal charge
L+
L+
L+
V- Valence electron O = 6
L- Lone pair electron O = 4
B- Bonding electron O = 4
V- Valence electron O = 6
L - Lone pair electron O = 2
B - Bonding electron O = 6
FC = 6 (4 +2) = 0
FC = 6 (2+3) = +1
+1
0
-1
V- Valence electron O = 6
L- Lone pair electron O = 6
B- Bonding electron O = 2
FC = 6 (6+1) = -1
Good Side
Ozone in Strastophere
blocks UV B + C
Bad Side
Ozone depletion
UV Exposure