Biological Chemistry FIRST YEAR ORGANIC CHEMISTRY Lecture One Introduction, Nomenclature, Bonding Convenor : Dr. Fawaz Aldabbagh What is Organic Chemistry? It is defined as the study of hydrocarbons (compounds of hydrogen and carbon) and their derivatives 7 million Organic Compounds 1.5 million Inorganic Compounds Animal and plant matter, Foods, Pharmaceuticals, Cosmetics, Fertilizers, Plastics, Petrochemicals, Clothing Carbon Why is it the element of life on earth? Has Four Bonding Electrons Unique Strong Covalent Bonds Strong Single, Double and Triple Bonds Average Bond Energies (KJ mol-1) C-C 607 Si-Si 230 C-H 416 Si-H 323 C-N 754 Si-N 470 C-O 336 Si-O 368 O-Si-O = Sand and Rocks Simplest Organic molecule Carbon has 4 valence electrons H H H C H H C H H H Ne Neon methane H C Stable Octet required Covalent Bonding – Atoms Share Electrons Ionic Bonding – transfer of one or more electrons from one atom to another to create ions Li (3) - 1s2, 2s1 F (9) - 1s2, 2s2, 2px2, 2py2, 2pz1 F- - 1s2, 2s2, 2px2, 2py2, 2pz2 Li+ - 1s2, 2s0 Ionic Compound 2 2 6 2 -2e Mg (12) - 1s , 2s , 2p , 3s = LiF Mg2+ - 1s2, 2s2, 2p6, 3s0 Cl- - 1s2, 2s2, 2p6, 2s2, 2p6 Cl (17) - 1s2, 2s2, 2p6, 3s2, 3p5 2 2 6 2 6 Cl 1s , 2s , 2p , 2s , 2p +2e Ionic Compound = MgCl2 C(6) - 1s2, 2s2, 2px1, 2py1, 2pz0 lowest energy state 2 1 C(6) - 1s , 2s , Excited state + 2s 1 2py , 4 sp3 1 2pz Hybridization + + 2py 1 2px , 2px 2pz 4 X sp3 Methane is Tetrahedral 0 109.5 H C H H H Sp3 hybridized carbon 4 equivalent C-H bonds (s-bonds) All purely single bonds are called s-bonds Alkanes CnH2n+2 H H H H H H H C H H C C H H C C C H H H H ethane C2H6 H H H propane C3H8 methane CH4 CH4 H H H C C H H H Ethane CH3CH3 CH3CH2CH3 Rotation of groups joined by single bonds does not usually require lots of energy IUPAC-Nomenclature The ending of all names of alkanes is ane – remove H = alkyl H3C H3C H CH3CH2 H CH3CH2CH2 H CH3CH2CH2CH2 H R propyl methyl ethyl CH3CH2 CH3CH2CH2 propyl CH3CH2CH2CH2 R butyl butyl 3D – models show that because of the tetrahedral carbon atoms the chains are zig-zagged and not at all straight Constitutional Isomers H H3C C CH3 CH3 Isobutane H3C CH CH2 CH3 Isopentane CH3 H3C C CH3 CH3 Neopentane Has the same molecular formula as butane, C4H10 CH3 Has the same molecular formula as pentane, C5H12 Have different Physical Properties, Mpt, Bpt, densities, indexes of refraction etc Naming Compounds 2-methylhexane 2-propylheptane 4-ethyl-3-methylhexane CH3 H3C C CH2 C CH3 2,3,5-trimethylhexane CH3 CH3 CH3 4-tert-butyloctane or 4-(1,1-dimethylethyl)octane 2,2,4,4-tetramethylpentane C1-C4 Alkanes Methane - origins of life. Atmosphere of Jupiter, Saturn, Uranus and Neptune. Marsh Gas, Cow’s stomach. Coal Mines and Natural Gas. Unprocessed Natural Gas contains 50-90% methane, 110% ethane and up to 8% propane and butane. Methane and Ethane are handled as compressed Gases Propane and Butane are stored in low pressure cylinders In liquified forms (Bottled Gas). All are Colourless, odourless gases, non-toxic – Danger in inhaling lies in potential suffocation due to a lack of Oxygen or Explosions when mixed with air. CH4 + 2 O2 CO2 + 2 H2O + Energy Combustion