Ch2 - 32 Chapter 2: Alkanes and Cycloalkanes S olutions 33...

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32 Solutions Chapter 2: Alkanes and Cycloalkanes CHAPIER2 Solutions to the Problems Problem 2 I Do the line-angle fonnulas in each pair represent the same compound or constitutional isomers, 1 ,5 3 1 3 5 (a) 6 and 6~ 4 ~ These molecules are constitutional isomers. Each has six carbons in the longest chain. The first has one-carbon branches on carbons 3 and 4 of the chain; the second has one-carbon branches on carbons 2 and 4 of the chain. (b) and ~5 These molecules are identical. Each has five carbons in the longest chain, and one-carbon branches on carbons 2 and 3 of the chain. Problem 2 2 Draw line-angle fonnulas for the three constitutional isomers with the molecular fonnula CsH 12' 1 3 5 ~ 2 4 . 3 Problem 2.3 Write IUPAC nljmes for these alkanes. Methyl"group + / 1-Methylethyl group (a) . Meth~1 gr'oup , /1~MethYlethYI group .g ,~ CH3-CH-CH2-~-CH~ 1 l' 3 4 I CH2-C~-~ 6 ' 7 8' 2-Methyl-S-(1-methylethyl)octane Chapter 2: Alkanes and Cycloalkanes Solutions 33 8 -.--- Propyl group (b) -.--- 1-Methylethyl group 5 T'--~_---J 5 8 f~-C~-CH2-C~ , ~~-C~-CH2~ EC~-0i2-C~) -.--- Propyl group CH3-CH-~ ~ 1-Methylethyl group 4-(1-Methylethyl)-4-propyloctane Problem 2.4 Combine the proper prefix, infix, and suffix and write the IUPAC name for each compound. (a) CHJCH (b) CH 3 (CH 2 )JH (e) o-OH (dl O. 3 p~'bpanone' Pentanal Cyclopentanol \ Cycloheptene Problem 2.5 Write the molecular fonnula IUPAC name, and common name for eacH cycloalkane. (b) (a) Molecular Formula C9Ht8 Molecular Formula CUH22 (2- Methylpropyl)cyclopentane (IUPAC) (1-Methylpropyl)cycloheptane (IUPAC) Isobutylcyclopentane (Common) sec-Butylcycloheptane (Common) (C)~, Molecular Formula C6H12 , 1-EthYI-1-meth~Ic~c1opr~rne (IUPAC and Common) '., ,,' < Problem 2.6 Wnte molecular fonnulas for each blcycloalkane, given Its number of carbon atoms, eli) Hydrindane (9 carbons) (b) Decalin (10 carbons) (c) Norbomane (7 carbons) H H'~ ~H H H'HH H HHHHH 'W H H H'.H H H H H H H H H H ~ HH HHH HH H H H H H HH H . H Hydrindane Decalin Norbornane ' Molecular Formula C 9 H 16 Molecular Formula C lO H 18 Molecular Formula C 7 H 12 "
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35 ." 34 Solutions. Chapter 2: Alkanes' and Cyc!oalkanes Problem 2.7 Fol~owing ?re the structural formulas and names of four bicycloalkanes. Write the molecular formula of each compound. Which of these compounds are constitutional isomers? (a) (bj (c) Th~jane Carane, Pinane Bornane Molecular Molecular. Molecular . Molecular formula for-mula formula formula C lo H I8 C lO H I8 C IO H 18 C IO H I9 As shown by comparing molecular formulas, the tirst three bicycloalkanes are constitutional isomers. Problem 2.8 For 1,2-dichloroethane, (a) D.raw Newman projections for all eclipsed conformations formed by rotation from 0° to 360° about the carbon-carbon smgle bond. . . Ai~~
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This note was uploaded on 07/09/2011 for the course CHE 301 taught by Professor Diver during the Spring '08 term at SUNY Buffalo.

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Ch2 - 32 Chapter 2: Alkanes and Cycloalkanes S olutions 33...

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