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(12) session 12 introduction to organic chemistry
1. 02/03/2012
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Session 12
UNAM SOM, Organic Chemistry1
Introduction toIntroduction toIntroduction toIntroduction to
OrganicOrganicOrganicOrganic ChemistryChemistryChemistryChemistry
Dr L.H.A. Prins (Ph.D.)
Dept. of Pharmacy
UNAM
Learning outcomes
UNAM SOM, Organic Chemistry2
By the end of the session students should be able to
Define terms related to organic chemistry
Outline the applications of organic chemistry in medicine
Identify commonly used organic compounds
Review the chemistry of the carbon atom/element
Identify the major classes/groups of organic compounds
Explain the general properties of organic compounds
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Importance ofImportance ofImportance ofImportance of Organic ChemistryOrganic ChemistryOrganic ChemistryOrganic Chemistry
UNAM SOM, Organic Chemistry3
Why is it important?
>90% of compounds are organic
You will need the knowledge on organic chemistry to
understand
Biochemistry
Pharmacology
Therapeutics
Clinical chemistry
In addition for the Pharmacy students:
Pharmaceutical chemistry and Pharmacognosy
History of Vital Force Theory
UNAM SOM, Organic Chemistry4
Late 18th century:
Compounds from living organisms – Organic
Compounds from lifeless matter – Inorganic
Organic compounds thought to have ‘vital force’
Inorganic materials could be converted to organic materials in the
presence of a vital force found only in living bodies
1828 -Wöhler discredited concept of ‘vital force’
Synthesised Urea (Organic) from Ammonium cyanate (Inorganic)
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Key DefinitionsKey DefinitionsKey DefinitionsKey Definitions
UNAM SOM, Organic Chemistry5
Organic = Carbon compounds.
Chemistry = Study of structure, properties and changes
compounds undergo.
Organic Chemistry = Chemistry of Carbon compounds
Branch of Chemistry that deals with the study of Carbon
compounds their structure and properties and changes they
undergo.
Excludes simple compounds like CO, CO2
C
C
C
C
C
C
Key Terms,Key Terms,Key Terms,Key Terms, refer to general chemistry
UNAM SOM, Organic Chemistry6
Molecule/Compound
Structure
Bond
Nomenclature
Inorganic
Homologous series
Melting point
Boiling point
Polar
Non-polar
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Application ofApplication ofApplication ofApplication of Organic ChemistryOrganic ChemistryOrganic ChemistryOrganic Chemistry
UNAM SOM, Organic Chemistry7
In medicine and pharmacy
Medicines are grouped according to chemical structures, e.g
Penicillins (ß-lactam antibiotics)
In Biochemistry to understand simple molecules
Body waste products like Urea are organic compounds
Predicting therapeutic uses
Predicting adverse effects of medicines
Predicting medicine interactions
Structure activity relationship
Medicine development and synthesis of medicines
Some organic chemicals
UNAM SOM, Organic Chemistry8
DNA
Essential oils
Medicines
•Active pharmaceutical ingredients
•Excipients
Materials
Fuels
Pigments
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Organic chemicals make upOrganic chemicals make upOrganic chemicals make upOrganic chemicals make up
Foods and foodstuff
Flavours and fragrances
Medicines
Materials, polymers, plastics
Plant, animal and microbial matter
A vast range of other manufactured goods
Pharmaceuticals, dyestuffs, adhesives
Coatings, packaging, lubricants
Cosmetics, films & fibres, etc. etc.
9 UNAM SOM, Organic Chemistry
UNAM SOM, Organic Chemistry10
Review of Carbon ChemistryReview of Carbon ChemistryReview of Carbon ChemistryReview of Carbon Chemistry
((((iiii)))) Atomic StructureAtomic StructureAtomic StructureAtomic Structure
Protons, neutrons, and electrons
Isotopes
C
12
6 6C
14
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(ii)(ii)(ii)(ii) Modes ofModes ofModes ofModes of Carbon BondingCarbon BondingCarbon BondingCarbon Bonding
UNAM SOM, Organic Chemistry11
Ability of carbon to bond with itself (Covalent
bonding)
Unique property that differentiates carbon from the other elements
Allows the formation of so many different organic compounds
Carbon can form a single, double and triple bond with
another carbon atom
Carbon also forms single, double and triple bonds with
elements other than carbon
Usually oxygen (O), nitrogen (N), sulfur (S) and the halogens (X)
(iii)(iii)(iii)(iii) Configuration ofConfiguration ofConfiguration ofConfiguration of CarbonCarbonCarbonCarbon
UNAM SOM, Organic Chemistry12
Electron configuration of Carbon (C):
1s2 2s2 2p2 (Ground state)
1s2 2s1 2p3 (Excited state)
Covalent bonds: sharing of electrons between atoms
Carbon: can accept 4 electrons from other atoms
i.e. Carbon is tetravalent (Valency = 4)
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Classification of Organic compoundsOrganic compoundsOrganic compoundsOrganic compounds
by functional groupsfunctional groupsfunctional groupsfunctional groups
AAAA functional groupfunctional groupfunctional groupfunctional group is an atom or a group of atoms with characteristicis an atom or a group of atoms with characteristicis an atom or a group of atoms with characteristicis an atom or a group of atoms with characteristic
chemical and physical properties.chemical and physical properties.chemical and physical properties.chemical and physical properties.
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Hydrocarbons
Halo-alkanes (Alkyl-halides)
Alcohols
Ethers
Aldehydes
Ketones
Carboxylic acids
Esters
Amines
Amides
Importance of Functional Groups
UNAM SOM, Organic Chemistry14
A functional group determines all of the following properties
of a molecule:
Bonding and shape
Type and strength of intermolecular forces
Physical properties
Nomenclature
Chemical reactivity
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Classification: Compounds C=O bonds
UNAM SOM, Organic Chemistry
Properties ofProperties ofProperties ofProperties of Organic CompoundsOrganic CompoundsOrganic CompoundsOrganic Compounds
Typical organic compounds
have covalent bonds
have low melting points
have low boiling points
are flammable
are soluble in non-polar solvents
are not soluble in water. oil (organic) and water (inorganic)
18 UNAM SOM, Organic Chemistry18
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Properties ofProperties ofProperties ofProperties of Organic CompoundsOrganic CompoundsOrganic CompoundsOrganic Compounds
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Stability: composed of stable C-C covalent
bonds
Defined molecular structures
Defined three-dimensional shapes
UNAM SOM, Organic Chemistry
Comparing Organic and InorganicComparing Organic and InorganicComparing Organic and InorganicComparing Organic and Inorganic
CompoundsCompoundsCompoundsCompounds
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Quiz: Intro. to organic chemistryQuiz: Intro. to organic chemistryQuiz: Intro. to organic chemistryQuiz: Intro. to organic chemistry
Identify each characteristic as most typical of compounds
that are 1) inorganic 2) organic.
A. has a high melting point
B. is not soluble in water
C. has a formula CH3─CH2─CH3
D. has a formula MgCl2
E. burns easily in air
F. has covalent bonds
21 UNAM SOM, Organic Chemistry21
Thank you
UNAM SOM, Organic Chemistry22
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