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Unit 1 – The Chemistry of Life • Chapter 4 ~ Carbon & The Molecular Diversity of Life Organic chemistry • Chemistry that contains the element carbon – – tetravalenc tetrahedron – 4 covalent bonds – shape determines function Hydrocarbons • Only carbon & hydrogen (petroleum; lipid ‘tails’) • Covalent bonding; nonpolar • High energy storage (fossil fuels) – Examples include fats, petroleum, oils, fuel Isomers • same molecular formula, but different structure & properties • C4H10 shown has two isomers; butane and isobutane respectively • Structural isomers – # of possible combinations increases Geometric • differing spatial arrangement due to inflexibility of double bonds • Slight difference in shape btw geometric isomers can dramatically affect the biological activities of organic molecules. Enantiomers • mirror images • Important in pharmacological industry • Cells can generally tell the difference between the two type – One is useful and the other is generally not (borderline harmful in some cases) – Example: in the 1960’s the drug thalidomide was prescribed to pregnant women; one version of enantiomer was a sedative, the other caused birth defects Three types of isomers. • Figure 4.6, page 52 Importance of enantiomers. • The molecule on the right is of medical importance to Parkinson’s patients, while the molecule on the right can cause birth defects. Functional Groups, I • Attachments that replace one or more of the hydrogens bonded to the carbon skeleton of the hydrocarbon • Each has a unique property from one organic to another • Hydroxyl Group H bonded to O; alcohols; polar (oxygen); solubility in water • Carbonyl Group C double bond to O; At end of H C : aldehyde Otherwise: ketone Functional Groups, II • Carboxyl Group O double bonded to C to hydroxyl; carboxylic acids; covalent bond between O and H; polar; dissociation, H ion • Sulfhydral Group sulfur bonded to H; thiols • Phosphate Group • Amino Group N to 2 H atoms; amines; acts as a base (+1) phosphate ion; covalently attached by 1 of its O to the C skeleton;