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Chapter 9 ORGANIC CHEMISTRY: The chemistry of carbon compounds. (newest definition.) -Substances which originate from living matter. (19th century) -Decompose easily when heated. Hydrocarbons: Compounds composed of carbon and hydrogen. Aliphatic compounds: If the carbon atoms are in chains. Cyclic compounds: If the carbon atoms are linked in rings. Homologous series: A series of compounds whose structures differ from each other by a specific unit. Alkanes: Saturated hydrocarbons. Every carbon bond is a single bond. The general formula is: CnH2n+2: (n = number of carbon atoms in compound) (1) Draw: CH4 methane, C2H6 ethane, C3H8 propane, butane, heptane, pentane, methane CH4 ethane C2H6 propane C3H8 butane C4H10 pentane C5H12 hexane C6H14 heptane C7H16 octane C8H18 nonane C9H20 decane C10H22 ____________ di, tri, tetra hexane, octane. Radicals: Side chains. Named by substituting “yl” for “ane”. Ex: CH3+ methyl, C2H5+ ethyl. (2) Draw: methylpropane, 3-methylhexane , 3-ethyl-3methylhexane. *Homework: (A1) Draw: (a) 2-methyloctane, (b) 4-ethyloctane, (c) 2,3-dimethyloctane, (d) 4-propylnonane, (e) 2,3,4,5-tetramethylhexane (f) 4,6-diethyl-5-propylnonane, (g) 3,3-diethylpentane. Read Pages 320, 325, 331, 332. Answer questions 1 to 4. Read Pages 333 to 336. Answer questions Q5, 6 and 7 Page336-337 Read Pages 337-338 Answer questions 8, 9, 10 and 11. Isomers: Have the same molecular formula but different structures. *Homework: (A2) Isomers Exercise: Draw and name all isomers of of C4H10 C5H12, C6H14 , C7H16 and C8H18 Cycloalkanes: Contain only single bonds and form rings. Cyclohexane is produced from benzene and is used in making a type of nylon. (3) Draw: Cyclopropane, cyclohexane, alkanes – C – C – alkenes – C = C – alkynes – C = C – aromatics methylcyclopropane, 1,3-dimethylcyclohexane, organic halides R–X alcohols R – OH 1-propyl-3ethylcyclohexane 2-cyclopropylpropane 1,2,3-trimethylcyclohexane. Homework (A3) Cycloalkane Exercises: Draw (a) cyclobutane, (b) cyclopentane, (c) ethylcyclopentane, (d) propylcyclopropane, (e) 1-ethyl-3methylcyclopentane, (f) 2-cyclobutylpentane, (g) 1,3-dimethylcyclobutane, (h) 1,2- dimethylcyclobutane, (i) ethylcyclopropane, (j) 1,2-dimethylcyclopentane, (k) 1- ethyl-2-methylcyclopentane, (l) 1,2-diethylcyclopentane, (m) 1,3 - diethylcyclopentane, (n) 2-cyclopentylbutane, (o) 3-cyclopropylpentane, (p) 3-cyclohexylpentane . Alkenes: Contain a double bond. (General formula CnH2n ) They are called unsaturated hydrocarbons. The double bond is stronger. (If the compound contains two double bonds the “ene” is replaced by “diene”.) Ethene: A product of the refining of petroleum. It is the number one organic chemical in industry. Used to make plastics, antifreeze, synthetic fibers and solvents. 1,3-butadiene: Used in the production of synthetic rubber. Name rules: Longest chain containing the double bond is the parent name. Use a position# for where the double bond begins. Lowest # placed before name of parent compound. (Radicals are not given # priority.) (4) Draw: C2H4 ethene, C3H6 propene, 2 isomers of butene, 3-ethyl-1-heptene, cyclohexene, 1,3-butadiene, 1,3-cyclohexadiene. Alkynes: Contain a triple bond. CnH2n-2 . Very reactive. Named the same as alkenes except -yne ending. (5) Draw: C2H2 ethyne, C3H4 propyne, 2 isomers of butyne, 4,4-dimethyl-2-pentyne. Homework (A4) Alkenes and alkynes Exercises: Draw (a) 1-hexyne, (b) 3-heptene, (c) 3-methyl-2-pentene, (d) 3-cyclopropyl-1-pentene, (e) 1,2,3-trimethylcyclopropene, (f) 1,1-dicyclopropyl-2-methyl-1-propene, (g) 3-propyl-1-heptene. Answer question #17 P 347 and # 28 P 344-345. and #30 P 358