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Chapter 2 Alkanes
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2.1 Classes of Hydrocarbons
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HydrocarbonsHydrocarbons AromaticAromaticAliphaticAliphatic
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HydrocarbonsHydrocarbons AromaticAromaticAliphaticAliphatic AlkanesAlkanes AlkynesAlkynes AlkenesAlkenes
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HydrocarbonsHydrocarbons AliphaticAliphatic AlkanesAlkanes Alkanes are hydrocarbons in which all of the bonds are single bonds. C C H H H HHH
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HydrocarbonsHydrocarbons AliphaticAliphatic AlkenesAlkenes Alkenes are hydrocarbons that contain a carbon- carbon double bond. C C H H HH
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HydrocarbonsHydrocarbons AliphaticAliphatic AlkynesAlkynes Alkynes are hydrocarbons that contain a carbon- carbon triple bond. HCCH
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HydrocarbonsHydrocarbons AromaticAromatic The most common aromatic hydrocarbons are those that contain a benzene ring. H H H HHH
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2.2 Reactive Sites in Hydrocarbons
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a structural unit in a molecule responsible for its characteristic behavior under a particular set of reaction conditions Functional Group
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functional group is a hydrogen reaction that takes place is substitution one of the hydrogens is replaced by some other atom or group R—H R—X Alkanes
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functional group is a hydrogen reaction that takes place is substitution one of the hydrogens is replaced by some other atom or group R—H R—X + Cl 2 C C H H H HHH + HCl C C H Cl H HHH Alkanes
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alkanesRH alkenesdouble bond alkynestriple bond arenesArH Functional Groups in Hydrocarbons
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2.3 The Key Functional Groups
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AlcoholsROH Alkyl halidesRX (X = F, Cl, Br, I) Aminesprimary amine: RNH 2 secondary amine: R 2 NH secondary amine: R 2 NH tertiary amine: R 3 N tertiary amine: R 3 N Families of organic compounds and their functional groups
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EthersROR' NitrilesRC NitroalkanesRNO 2 ThiolsRSH Epoxides C C O N Families of organic compounds and their functional groups
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O C Carbonyl group O C Acyl group R Many classes of organic compounds contain a carbonyl group
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O C Carbonyl group O C Aldehyde R H Many classes of organic compounds contain a carbonyl group
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O C Carbonyl group O C Ketone R R' Many classes of organic compounds contain a carbonyl group
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O C Carbonyl group O C Carboxylic acid R OH Many classes of organic compounds contain a carbonyl group
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O C Carbonyl group O C Ester R OR' Many classes of organic compounds contain a carbonyl group
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O C Carbonyl group O C Amide R NH 2 Many classes of organic compounds contain a carbonyl group
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C n H 2n+2 2.4 Introduction to Alkanes: Methane, Ethane, and Propane
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Methane (CH 4 ) CH 4 Ethane (C 2 H 6 )CH 3 CH 3 Propane (C 3 H 8 )CH 3 CH 2 CH 3 bp -160°C bp -89°C bp -42°C The Simplest Alkanes
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C 4 H 10 2.5 Isomeric Alkanes: The Butanes
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n-ButaneCH 3 CH 2 CH 2 CH 3 Isobutane(CH 3 ) 3 CH bp -0.4°C bp -10.2°C
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2.6 Higher n-Alkanes
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CH 3 CH 2 CH 2 CH 2 CH 2 CH 3 n-Pentane n-Hexane CH 3 CH 2 CH 2 CH 2 CH 3 CH 3 CH 2 CH 2 CH 2 CH 2 CH 2 CH 3 n-Heptane
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2.7 The C 5 H 12 Isomers
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n-Pentane CH 3 CH 2 CH 2 CH 2 CH 3 Isopentane (CH 3 ) 2 CHCH 2 CH 3 Neopentane (CH 3 ) 4 C C 5 H 12
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How many isomers? The number of isomeric alkanes increases as the number of carbons increase. There is no simple way to predict how many isomers there are for a particular molecular formula.
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Table 2.3 Number of Constitutionally Isomeric Alkanes CH 4 1 C 2 H 6 1 C 3 H 8 1 C 4 H 10 2 C 5 H 12 3 C 6 H 14 5 C 7 H 16 9
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Table 2.3 Number of Constitutionally Isomeric Alkanes CH 4 1 C 8 H 18 18 C 2 H 6 1 C 9 H 20 35 C 3 H 8 1 C 10 H 22 75 C 4 H 10 2 C 15 H 32 4,347 C 5 H 12 3 C 20 H 42 366,319 C 6 H 14 5 C 40 H 82 62,491,178,805,831 C 7 H 16 9
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