04+ - P1: PBU/OVY JWCL234-04 P2: PBU/OVY QC: PBU/OVY T1:...

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P1: PBU/OVY P2: PBU/OVY QC: PBU/OVY T1: PBU Printer: Bind Rite JWCL234-04 JWCL234-Solomons-v1 December 8, 2009 21:31 CONFIRMING PAGES 4 NOMENCLATURE AND CONFORMATIONS OF ALKANES AND CYCLOALKANES SOLUTIONS TO PROBLEMS 4.1 CH 3 (CH 2 ) 5 CH 3 Heptane or CH 3 CH 2 CH(CH 3 )CH 2 CH 2 CH 3 3-Methylhexane or (CH 3 ) 2 CHCH 2 CH 2 CH 2 CH 3 2-Methylhexane or (CH 3 ) 3 CCH 2 CH 2 CH 3 2,2-Dimethylpentane or (CH 3 CH 2 ) 2 C(CH 3 ) 2 3,3-Dimethylpentane or (CH 3 CH 2 ) 3 CH 3-Ethylpentane or (CH 3 ) 2 CHCH 2 CH(CH 3 ) 2 2,4-Dimethylpentane or (CH 3 ) 2 CHCH(CH 3 )CH 2 CH 3 2,3-Dimethylpentane or (CH 3 ) 3 CCH(CH 3 ) 2 2,2,3-Trimethylbutane or 47
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P1: PBU/OVY P2: PBU/OVY QC: PBU/OVY T1: PBU Printer: Bind Rite JWCL234-04 JWCL234-Solomons-v1 December 8, 2009 21:31 CONFIRMING PAGES 48 NOMENCLATURE AND CONFORMATIONS OF ALKANES AND CYCLOALKANES 4.2 (d); it represents 3-methylpentane 4.3 CH 3 CH 2 CH 2 CH 2 CH 2 CH 3 hexane 4.4 2-Methylheptane 4-Methylheptane 2,4-Dimethylhexane 3-Methylheptane 2,3-Dimethylhexane 2,5-Dimethylhexane 3,4-Dimethylhexane 3,3-Dimethylhexane 3-Ethyl-3-methylpentane 2,3,3-Trimethylpentane 2,2-Dimethylhexane 3-Ethylhexane 3-Ethyl-2-methylpentane 2,2,3-Trimethylpentane 2,3,4-Trimethylpentane 2,2,4-Trimethylpentane 2,2,3,3-Tetramethylbutane (a,b)
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P1: PBU/OVY P2: PBU/OVY QC: PBU/OVY T1: PBU Printer: Bind Rite JWCL234-04 JWCL234-Solomons-v1 December 8, 2009 21:31 CONFIRMING PAGES NOMENCLATURE AND CONFORMATIONS OF ALKANES AND CYCLOALKANES 49 4.5 (a) Pentyl 1-Methylbutyl 1-Ethylpropyl 3-Methylbutyl 2-Methylbutyl 1,2-Dimethylpropyl 1,1-Dimethylpropyl (b) See the answer to Review Problem 4.1 for the formulas and names of C 7 H 16 isomers. 4.6 1-Chlorobutane Cl (a) 1-Chloro-2-methylpropane Cl 2-Chlorobutane Cl 2-Chloro-2-methylpropane Cl 2-Bromopentane Br (b) 1-Bromopentane Br 2-Bromo-3-methylbutane Br 3-Bromopentane 1-Bromo-2,2-dimethylpropane 2-Bromo-2-methylbutane Br Br 1-Bromo-3-methylbutane Br 1-Bromo-2-methylbutane Br Br
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P1: PBU/OVY P2: PBU/OVY QC: PBU/OVY T1: PBU Printer: Bind Rite JWCL234-04 JWCL234-Solomons-v1 December 8, 2009 21:31 CONFIRMING PAGES 50 NOMENCLATURE AND CONFORMATIONS OF ALKANES AND CYCLOALKANES 4.7 (b) OH 1-Pentanol 2-Pentanol OH OH 3-Pentanol OH 3-Methyl-2-butanol OH 2,2-Dimethyl-1-propanol 2-Methyl-2-butanol OH (a) 1-Butanol 2-Butanol OH OH 2-Methyl-1-propanol OH OH 2-Methyl-2-propanol 3-Methyl-1-butanol OH OH 2-Methyl-1-butanol 4.8 (a) 1,1-Dimethylethylcyclopentane or tert -butylcyclopentane (b) 1-Methyl-2-(2-methylpropyl)cyclohexane or 1-isobutyl-2-methylcyclohexane (c) Butylcyclohexane (d) 1-Chloro-2,4-dimethylcyclohexane (e) 2-Chlorocyclopentanol (f) 3-(1,1-Dimethylethyl)cyclohexanol or 3- tert -butylcyclohexanol 4.9 (a) 2-Chlorobicyclo[1.1.0]butane (b) Bicyclo[3.2.1]octane (c) Bicyclo[2.1.1]hexane (d) 9-Chlorobicyclo[3.3.1]nonane (e) 2-Methylbicyclo[2.2.2]octane (f) Bicyclo[3.1.0]hexane or bicyclo[2.1.1]hexane
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P1: PBU/OVY P2: PBU/OVY QC: PBU/OVY T1: PBU Printer: Bind Rite JWCL234-04 JWCL234-Solomons-v1 December 8, 2009 21:31 CONFIRMING PAGES NOMENCLATURE AND CONFORMATIONS OF ALKANES AND CYCLOALKANES 51 4.10 (a) trans -3-Heptene (b) 2,5-Dimethyl-2-octene (c) 4-Ethyl-2-methyl-l-hexene (d) 3,5-Dimethylcyclohexene (e) 4-Methyl-4-penten-2-ol (f) 2-Chloro-3-methylcyclohex-3-en-1-ol 4.11 (b) (e) (h) (a) (d)
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04+ - P1: PBU/OVY JWCL234-04 P2: PBU/OVY QC: PBU/OVY T1:...

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