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Carbon Chemistry Carbon is unusual
Bonds strongly to itself Forms long chains or rings Biomolecule – molecule that functions in maintaining and reproducing life Organic compounds – vast majority of carbon compounds Exceptions – oxides and carbonates
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A. Carbon Bonding When carbon has 4 atoms bound to it these atoms have a tetrahedral shape.
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A. Carbon Bonding Double bond Triple bond
Sharing of 2 pairs of electrons Triple bond Sharing of 3 pairs of electrons
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B. Alkanes Hydrocarbons – compounds composed of carbon and hydrogen
Saturated – all carbon-carbon bonds are single bonds Unsaturated – containing carbon-carbon multiple bonds
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B. Alkanes Alkanes – saturated hydrocarbons
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B. Alkanes Normal, straight-chain or unbranched hydrocarbons
Contain strings or chains of carbon atoms Representations
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B. Alkanes
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C. Structural Formulas and Isomerism
Structural isomerism – occurs when 2 molecules have the same atoms but different bonds
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D. Naming Alkanes Basic principles: The name for an alkane is based on Greek root with the suffix –ane.
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D. Naming Alkanes Basic principles: For branched hydrocarbons use the longest continuous chain for the root name.
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D. Naming Alkanes Basic principles Alkanes missing one H atom can have another hydrocarbon attached at the missing H point.
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D. Naming Alkanes Basic principles: Specify the names of substituents by numbering the C atoms starting at the end closest to the branching.
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D. Naming Alkanes Basic principles:
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D. Naming Alkanes Basic principles: If a substituent occurs more than once use a prefix to show this. 2,3-dimethylpentane
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D. Naming Alkanes Page 710
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E. Petroleum Hydrocarbons are an energy resource.
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E. Petroleum Petroleum – thick, dark liquid composed mostly of hydrocarbon compounds Natural gas – consists mostly of methane, usually associated with petroleum deposits
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F. Reactions of Alkanes Combustion – reaction with oxygen
Substitution – one or more H atoms are replaced with different atoms
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F. Reactions of Alkanes Dehydrogenation – one or more H atoms are removed and the product is an unsaturated hydrocarbon
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G. Alkenes and Alkynes Alkenes – hydrocarbon containing carbon-carbon double bonds General formula CnH2n Alkynes – hydrocarbons containing carbon-carbon triple bonds General formula CnH2n - 2
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G. Alkenes and Alkynes
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G. Alkenes and Alkynes Reactions of Alkenes Addition reactions – new atoms form single bonds to the carbons formerly involved in a double or triple bond Hydrogenation – use H2 as the reactant to be added Halogenation – addition of halogen atoms Polymerization – joining of many small molecules to form a large molecule
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H. Aromatic Hydrocarbons
Aromatic hydrocarbons – cyclic unsaturated hydrocarbons with strong aromas
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H. Aromatic Hydrocarbons
Benzene – simplest aromatic hydrocarbon
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I. Naming Aromatic Compounds
Monosubstituted benzenes – use the substituent name as a prefix of benzene
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I. Naming Aromatic Compounds
Disubstituted benzenes – use numbers to indicate the position of substituents and the substituent name as a prefix of benzene
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I. Naming Aromatic Compounds
Complex aromatic molecules
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J. Functional Groups Functional group – additional atom or groups of atoms (containing elements in addition to H and C) found on a mostly hydrocarbon molecule
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K. Alcohols All alcohols contain the –OH group.
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K. Alcohols
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L. Properties and Uses of Alcohols
Methanol starting material for making acetic acid and many adhesives, fibers and plastics motor fuel Ethanol Fermentation product Fuel additive used to make gasohol
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L. Properties and Uses of Alcohols
Other alcohols Ethylene glycol – automotive antifreeze Phenol – production of adhesives and plastics
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M. Aldehydes and Ketones
Carbonyl group – carbon oxygen group found in both aldehydes and ketones Ketone – carbonyl group is bonded to two carbon atoms
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M. Aldehydes and Ketones
Aldehyde – carbonyl group always appears on the end of the hydrocarbon chain and has at least one H atom bonded to the carbonyl group
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M. Aldehydes and Ketones
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N. Naming Aldehydes and Ketones
Use the parent alkane name. Remove the e and replace it with al.
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N. Naming Aldehydes and Ketones
Use the parent alkane name. Remove the e and replace it with one. Use a number to indicate the position of the carbonyl group in the hydrocarbon chain. Select the number so that the carbonyl has the lowest possible number.
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O. Carboxylic Acids and Esters
Carboxylic acids – contains the carboxyl group COOH General formula RCOOH Weak acids in solution
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O. Carboxylic Acids and Esters
To name carboxylic acids Use the parent alkane name. Remove the e and replace it with oic.
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O. Carboxylic Acids and Esters
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O. Carboxylic Acids and Esters
Esters – a carboxylic acid reacts with an alcohol to form an ester and a water molecule General formula
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O. Carboxylic Acids and Esters
To name esters Use the alkyl name from the alcohol followed by the acid name, where the –ic ending is replaced by –ate. isopropylethanoate
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P. Polymers Polymers – large chainlike molecules made from many small molecules called monomers Simplest polymer – polyethylene Polyethylene results from addition polymerization.
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P. Polymers Condensation polymerization – a small molecule (often water) is released for each addition of a monomer to the polymer chain Nylon Copolymer – 2 different types of monomers combine to form the chain
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