Solutions_Manual_for_Organic_Chemistry_6th_Ed 57

Solutions_Manual_for_Organic_Chemistry_6th_Ed 57 - (b)

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H 3-14 all bonds are staggered ± bold bonds are coming toward the reader froM the plane of the paper dashed bonds are coMIng toward the reader fRom the plane of the paper (a) 3²SEC²butyl²³,³²diMethylcycLopentane (the 5²MeMbered Ring gives the base naMe) (b) 3´cyclopropylµ³,³µdiMethylcyclohexane (the 6¶MeMbered ring gives the base naMe) (c) 4´cyclobutylnonane (the chain is longer than the Ring) o 3²16 (A) no c·s²trans ¸soMerisM possible (b) and cis and CIS ± º»¹ H trans trans (d) ºHJ ²³ H 2 and ´ 2 cis H ºH¹ trans 3²17 ¼n (a) and (b), nuMbering of the ½ing is deter¾ined by the first group A¿PÀABETÁCA¿¿Y being assigned to Âng carbon 1. (a) CÃS´³²Methyl²3µpropÄlcyclobutane ("MÅ coMes before Æp"Çpractice that alphabet!)
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Unformatted text preview: (b) TASbutyl3ethylcyclohexane (the prefixes , S, and 1 are ignored in assigning alphabetical prorty) (c) TANS ,diMethylcyclopropane (either carbon with a H could be carbon; the saMe nae results) 3 18 oMbuston of the cis isoMer gives ofF More energ so CS 1 ,diMethylcclopropane MUst staRt at a higher energy than the trans isoMer. he ewMan projection of the cis isoer shows the two Methyls are elipsed wit each other in te trans isoMer, the Methyls are stilL eclipsed bUt with hydrogens not each othera lower energy " More strain = H ) hgher energy H ci H 48...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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