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Topic 1:Chemicals of life 1.Molecules and Atoms 2.Water 3.Carbon and Other elements
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3.Carbon and Other Elements 3.1 Organic Chemistry 3.2 Bonding with Carbon Carbon Chains Hydrocarbons Isomers 3.3 Functional Groups Hydroxyl Carboxyl Carbonyl Amino Sulfhydryl Phosphate
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All living organisms are made up of chemicals based mostly on the element carbon, besides water
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the study of carbon compounds carbon compounds can be simple or very complex
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The Concept of Vitalism organic compounds arise only within living organisms disproven in 1953 when Miller synthesized the compounds in the laboratory
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carbon has four valence electrons it can form four covalent bonds with a variety of atoms C
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(a) Methane (b) Ethane (c) Ethene (ethylene) Molecular Formula Structural Formula Ball-and-Stick Model Space-Filling Model H H H H H H H H H H HH H H C C C CC CH 4 C2H6C2H6 C2H4C2H4 Name and Comments Carbon can make molecules of different length
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Carbon can bond covalently to many different elements H O NC Hydrogen (valence = 1) Oxygen (valence = 2) Nitrogen (valence = 3) Carbon (valence = 4)
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the skeletons of most organic molecules contain carbon carbon skeletons vary in length, shape, and type of bonds H H H H H H H H H H H HHH H H H H H H H H H H H H H H H H HH H H HH HHH H HH HH H H H H H H H C C CCC CCCCCCC CCCCCCCC C C C C C C C C C C C C H H H H H H H (a) Length (b) Branching (c) Double bonds (d) Rings Ethane Propane Butane 2-methylpropane (commonly called isobutane) 1-Butene2-Butene Cyclohexane Benzene HH HHH Carbon can make Chains and Rings
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Hydrocarbons molecules consisting of only carbon and hydrogen methane ethane propane butane
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Hydrocarbons are found in many of a cell ’ s organic molecules (a) A fat molecule (b) Mammalian adipose cells 100 µm Fat droplets (stained red)
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Isomers molecules with the same molecular formula but different structures and properties H H HH H H H H HH H H H HH H H H H H H H H H H H H H CO 2 H CH 3 NH 2 C CO 2 H H CH 3 NH 2 XX X X C CCCC C C C C C C C C C C (a) Structural isomers (b) Geometric isomers (c) Enantiomers H
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Structural Isomers molecules with the same chemical formula, but different arrangement of the atoms C 4 H 10 They have different physical properties, ex. Melting point
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Geometric Isomers molecules with the same chemical formula, but atoms are arranged on different sides of a bond or ring
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Enantiomers are important in the pharmaceutical industry. Caused by the presence of asymmetric carbon atoms L-Dopa (effective against Parkinson’s disease) D-Dopa (biologically inactive)
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the chemically reactive groups of atoms within an organic molecule that give it its chemical properties CH 3 OH HO O CH 3 OH Estradiol Testosterone Female lion Male lion
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Six functional groups are important in the chemistry of living things hydroxylcarbonylcarboxyl aminosulfhydrylphosphate
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Hydoxyl Group formula structure – a H atom bonded to an O atom that is bonded to the carbon skeleton compounds – alcohols (names end in –ol) example H H H HH CC OH ethanol – in alcoholic beverages properties – polar, attracts H 2 O molecules, dissolves organic compounds
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Carbonyl Group structure – a C joined to an O by a double bond compounds – ketones (if the carbonyl is in a carbon skeleton, non-terminal carbon) aldehydes (if the carbonyl is at the end of a carbon skeleton, terminal carbon) example acetone (simple ketone) H H H H H H C C C O CCC H H HH H O H propanol (an aldehyde) formula
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Carboxyl Group structure – an O is double bonded to a C that is also bonded to an OH compounds – carboxylic acids formula example acetic acid (vinegar) H H C C H OH O properties – acidic properties
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Amino Group structure – a N atom bonded to two H atoms and to the carbon skeleton compounds – amines example glycine O C HO C H H N H H properties – acts as a base, can pick up a proton from solution formula
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Sulfhydryl Group structure – a S atom bonded to an atom of H compounds – thiols formula example ethanethiol HCC SH H H H H properties – can help stabilize protein structure by forming covalent bridges: disulfide bridges.
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Phosphate Group structure – a P atom is bonded to four O atoms, one O atom is bonded to the carbon skeleton compounds – organic phosphates formula example glycerol phosphate H OH CCCOPOO OO HHH O H properties – makes molecule into an anion, transfers energy between organic molecules
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