medc 501 introductory medicinal chemistryurdesai/lectures/medc501/lectures_1... · 2003. 9. 5. ·...
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09/04/2003 MEDC 501 Fall 2003 1
MEDC 501 Introductory Medicinal Chemistry
√ Bond, chemical bonding, ionic bond, hybridization, hybrid
orbitals, hybdrization in methane, ethylene, acetylene,
benzene, and aromatics
√ Bond polarity, electronegativity, Kier-Hall eN scale,
dependence of physical and chemical properties, and
structure on bond polarity
√ Consequences of bond polarity, inductive effect, pkA
values, resonance effect, cumulative effects, molecular
action of drugs
Topics to be covered
09/04/2003 MEDC 501 Fall 2003 2
Periodic Table
09/04/2003 MEDC 501 Fall 2003 3
Bonds define
Chemical Bonds
These are responsible for
09/04/2003 MEDC 501 Fall 2003 4
Chemical Bond
Chemical Bonds
Types of Bonds
Orbitals
Types of Orbitals
09/04/2003 MEDC 501 Fall 2003 5
Shapes of Orbitals
Orbitals
s - orbital p - orbital
09/04/2003 MEDC 501 Fall 2003 6
Ionic Bond - NaCl
Electronic Structure
11Na :: 1s22s22p63s1
17Cl :: 1s22s22p63s23p5
11Na+ :: 1s22s22p63s0 = 10Ne17Cl- :: 1s22s22p63s23p6 = 18Ar
Properties of an ionic bond
Relationship to drugs
Na+…….Cl-
09/04/2003 MEDC 501 Fall 2003 7
Can 6C form ionic bonds?
Electronic Structure
6C :: 1s22s22px12py
1
09/04/2003 MEDC 501 Fall 2003 8
Hybridization
+
s -orbital
sp - orbital
n AO give n HOp -orbital
09/04/2003 MEDC 501 Fall 2003 9
Hybridization in Carbon
6C :: 1s22s22px12py
1
1H :: 1s1
6C :: 1s22spx22spy
22spz2
sp3 hybridization …… CH4
6C :: 1s22s12px12py
12pz1
09/04/2003 MEDC 501 Fall 2003 10
sp2 hybridization …… CH2=CH2
Hybridization in Carbon
6C :: 1s22s22px12py
1 6C :: 1s22s12px12py
12pz1
09/04/2003 MEDC 501 Fall 2003 11
sp2 hybridization …… CH2=CH2
Hybridization in Carbon
09/04/2003 MEDC 501 Fall 2003 12
Hybridization in Carbon
sp hybridization …… CH=CH
6C :: 1s22s22px12py
1 6C :: 1s22s12px12py
12pz1
sp hybridorbital
ππππ orbitalsσσσσ orbitals
p orbitals
09/04/2003 MEDC 501 Fall 2003 13
Hybridization in Carbonsp2 hybridization …… benzene C6H6
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