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Outline
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Chemistry 121(01) Winter 2009
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Introduction to Organic and biochemistry
  • Chapter 1-12
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Introduction to organic & Biochemistry
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Introduction to organic & Biochemistry
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Organic and Inorganic compounds
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Covalent or Ionic
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Organic or Inorganic
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Introduction
  • Organic chemistry is the study of the compounds of carbon with H, N, O and S.


  • Biochemistry is the study of the chemical processes in living organisms. It deals with the structure and function of cellular components.



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More details.. Organic vs. Inorganic
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Bonding Characteristics of the Carbon Atom
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s and p hybrids
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Hybrid Atomic Orbitals
    • Hybridization is the mixing up of two or more atomic orbitals
  • There are three types of hybrid atomic orbitals for carbon
    • sp3  (one s orbital + three p orbitals give four sp3 orbitals)
    • sp2  (one s orbital + two p orbitals give three sp2 orbitals)
    • sp   (one s orbital + one p orbital give two sp orbitals)


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s and p bonds in single and multiple bonds
  • single bond - one shared pair of electrons between two atoms; a s bond
  • double bond - two shared pairs of electrons between two atoms; one s bond and one p bond
  • triple bond - three shared pairs of electrons between two atoms; one s bond and two p bonds
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s and p bonds
  • Overlap of hybrid orbitals can form two types of bonds, depending on the geometry of the overlap
    • bonds are formed by “direct” overlap





    • p bonds are formed by “parallel” overlap of unhybrid p prbitlas
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Predicting hybridization of atoms in a Lewis structure
  • Count sigma bonds and unshared electrons around the atom
    • If the total number of pairs:
    • 2  sp hybridization
    • 3  sp2 hybridization
    • 4  sp3 hybridization
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Counting s and p bonds in Lewis structure
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Draw Lewis structure of molecules
  • CHCl3
  • C2H4
  • C3H8O
  • CH3CH2CH2OH
  • CH3CH2OCH3
  • CH3CO2H
  • CH3CHO
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Resonance
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Curved arrow Electron pushing
  • Curved arrow: a symbol used to show the redistribution of valence electrons
  • In using curved arrows, there are only two allowed types of electron redistribution:
    • from a bond to an adjacent atom
    • from an atom to an adjacent bond
  • Electron pushing by the use of curved arrows is also used in explaining reaction mechanisms


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Drawing Curved Arrows
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Bond Properties
  • Bond strength:
  • strongest                            weakest


  • Bond length:
  • longest                                    shortest
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Formula


  • Molecular formula
    • kind and number of each type of atoms
  • Structural formula
    • each atom and bond in a molecule
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Condensed formula
  • Condensed formula
    • Shorthand way of writing  a formula.


    • Lists all atoms in order and tells how they  are bound together.
    • Example.  Propane C3H8 CH3CH2CH3
  • This is a convenient format for describing a molecule using text.


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Structural Formula of hydrocarbons


  • One simple class of compound is the alkane which has only C, H and single bonds.
    • methane        ethane             propane              butane
    • CH4            CH3CH3              CH3CH2CH3            CH3CH2CH2CH3




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Line Formula of hydrocarbons


  • One simple class of compound is the alkane which has only C, H and single bonds.
    • methane        ethane             propane              butane
    • CH4            CH3CH3              CH3CH2CH3            CH3CH2CH2CH3




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Line formula
  • Similar to structural formula.
  • Each line represents a bond.
  • Carbons are assumed to be present at the end of each line segment.
  • Hydrogen is not shown when bound to carbon.
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Models
  • Three dimensional representations
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Base names of organic compounds
  • Prefix         Carbons
  • Meth- 1
  • Eth- 2
  • Prop- 3
  • But- 4
  • Pent- 5
  • Hex- 6
  • Hept- 7
  • Oct- 8
  • Non- 9
  • Dec-          10
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Functional Groups in Organic Compounds
  • Functional group: an atom or group of atoms within a molecule that shows a characteristic set of physical and chemical properties
  • Functional group
    • divide organic compounds into classes
    • the sites of characteristic chemical reactions
    • the basis for naming organic compounds
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Common Functional Groups
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Common Functional Groups (continued)
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Classification of organic compounds
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The IUPAC system: Naming Organic Compounds
  • As a general system of nomenclature
  • prefix-infix-suffix
    • prefix tells the number of carbon atoms in the parent
    • infix tells the nature of the carbon-carbon bonds
    • suffix tells the class of compound
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Hydrocarbons
  • Composed of only carbon and hydrogen;  in petroleum and coal
  • Saturated - hydrocarbons with all
  •                     C-C single bonds


  • Unsaturated - hydrocarbons with at
  • least one C-C double bond or triple bonds
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Classification of Hydrocarbons
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Biochemical Principles
  •  Structures of Monomers and Polymers found in living systems
    •  Carbohydrates (glucose, starch, cellulose)
    •  Proteins (amino acids, proteins)
    • Nucleic acids (Nucleotides-A,T,G,C and RNA & DNA)
  • Functions of Biological molecules
    • Enzymes and Vitamins
    • Nucleic Acids and hereditary
  • Biochemical Energy Production
    • Carbohydrate Metabolism
    • Lipid Metabolism
    • Protein Metabolism