Solutions_Manual_for_Organic_Chemistry_6th_Ed 88

Solutions_Manual_for_Organic_Chemistry_6th_Ed 88 - (f 5-3...

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Unformatted text preview: (f) 5 -3 continued H3C / J ," C COOH COOH " ,C H " � " C H3 H2 N "' H I * enantiomers NH2 ( g) * ~ * CI CI ~ * same structure * (h) * H ~ * CI � * CI CI l * enantiomers CI H (i ) U) jL7i � CI H H " / CI CI no asymmetric c arbonssame structure C == C Q * " " '" H H C H3 Q ' ,.. CI H 3C / C == C " / H H enantiomers ( k) CH3 H3C enantiomers 5-4 You may have chosen to in erchange two groups different from the ones shown here . The type of isomer produced w i l l sti l l be the same as listed here . Interchanging an y t w o groups around a c hirality center wi l l create a n enantiomer of t h e first structure. Interc h anging the B r and the H creates an enantiomer of the structure in Fi gure 5 - 5 . Interchanging the ethyl and the isopropyl creates an en anti orner of the structure i n Figure 5 - 5 . O n a double bond, interc hanging the two groups o n O NE o f the stereocenters w i l l create the other geometric ( cis-trans) i somer. However, interc h anging the two groups on B OTH of the stereocenters w i l l gi v e the origi nal structure. H " ", CH3 C original interchange H and structure II CH3 on top stereocenter i s cis to produce t rans '" C ....... H CH 3 81 ...
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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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