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CARBON COMPOUNDS ORGANIC CHEMISTRY Got Lactase? • Many people in the world suffer from lactose intolerance – Lacking an enzyme (lactase) that digests lactose, a sugar found in milk – “ase” = enzyme – “ose” = sugar Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings • Lactose intolerance illustrates the importance of biological molecules – To the functioning of living cells and to human health – The atoms carbon (C), hydrogen (H), oxygen (O) nitrogen (N), and phosphorous (P) make up molecules that support life Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings 4 Categories of Organic Molecules Lipids Carbohydrates Fats/Oils/Steroids/Wax Glucose/Fructose Starch/Cellulose Molecules of Life Proteins Biochemicals Enzymes/Structure/ Movement/Protection (CHONP) Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings Nucleic Acids (DNA/RNA) HYDROCARBONS • All compounds are either organic, containing carbon bonded to hydrogen and oxygen or inorganic. The chemistry of carbon is the chemistry of life. Structural formula Ball-and-stick model H H C Space-filling model H H H Methane C H H H The 4 single bonds of carbon point to the corners of a tetrahedron. Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings I. Carbon bonding: • Has 4 electrons in outer energy level • Atoms are most stable with 8 electrons in outer shell • Carbon forms bonds with other atoms, including carbon 6P 6N Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings I. Carbon bonding: Single Bond Represents 2 electrons Double Bond Represents 4 electrons Triple Bond Represents 6 electrons Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings II. Hydrocarbons: naming conventions Roots/Prefixes (2C stands for two carbons) 1 C - ____meth__ 2 C - ____eth____ 3 C - ____prop___ 4 C - ____but____ 5 C - ____pent____ Butane Butane Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings 6 C - ____hex____ 7 C - ____hept___ 8 C - ____oct____ 9 C - ____non____ 10 C - ___dec____ Butane Hydrocarbon Naming Conventions, Formulas and Examples Series of Hydrocarbon -ending Formula to determine # of H atoms * Bonding Alkane ANE Cn H2n+2 Single Bonds Only Alkene ENE Cn H2n One Double Bond C Alkyne YNE Cn H2n-2 One Triple Bond C * C C Where “n” is the number of carbon atoms Examples: 1. CH4 - __________________ 2. C3H4 - __________________ 3. C5H10 - _________________ 4. C9H20 - _________________ 5. C6H10 - _________________ Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings 6. Ethene - __________________ 7. Heptane - _________________ 8. Decyne - __________________ 9. Butane - __________________ 10. Octene - _________________ III. Functional Groups A functional group is a cluster of atoms that influence the properties of the molecules that they compose, and determine the characteristics of the compound Functional Group Hydroxyl What it Looks Like… R OH What it Makes… Alcohols – polar, attracts water Carbonyl (end) Aldehydes structural isomers Carbonyl (middle) Ketone structural isomers Carboxyl Carboxylic Acids – organic acids Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings Example(s) III. Functional Groups A functional group is a cluster of atoms that influence the properties of the molecules that they compose, and determine the characteristics of the compound Functional Group Amino Phosphate What it Looks Like… What it Makes… Amines - act as bases Organic Phosphates Transfer Energy Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings Example(s) • Functional groups are particular groupings of atoms – That give organic molecules particular properties Lactic Acid OH Carboxyl Estradiol (estrogen) HO Hydroxyl Female lion OH Carbonyl (middle) O Wohler 1828 Testosterone Male lion Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings Amino Urea IV. Large Carbon Molecules • Hydrocarbons – Are composed of only hydrogen and carbon • Some carbon compounds are isomers – Molecules with the same molecular formula but different structures Butene Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings Cells make a huge number of large molecules from a small set of small molecules • The four main classes of biological molecules – Are carbohydrates, lipids, proteins, and nucleic acids • Many of the molecules are gigantic – And are called macromolecules Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings • Cells make most of their large molecules – By joining smaller organic molecules into chains called polymers • Cells link monomers to form polymers – By dehydration synthesis H OH OH OH Short polymer Unlinked monomer Dehydration Dehydratio reaction n reaction H2O OH O H H H Longer polymer Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings H H • Polymers are broken down to monomers – By the reverse process, hydrolysis Animation: Hydrolysis of sucrose H2O H OH Hydrolysis H OH OH Copyright © 2005 Pearson Education, Inc. Publishing as Benjamin Cummings H