Solutions_Manual_for_Organic_Chemistry_6th_Ed 371

Solutions_Manual_for_Organic_Chemistry_6th_Ed 371 - prodUct...

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CHAPTER 17-reACtIONS OF AROMATiC COmpoUS The representation of benzene with a circle to represent the 1 system is fine for questions Of nomenclature, properties± isomers± and reactions. For questions of mechanism or reactivity, howevER² the represen³atIon wIth three alte´ating dOUble bonds (the Kekulµ picture) is mo¶e infoRativE For cla±Ty aNd coNsIsTeNcy² thIs SoluT³oNs MaNual wILl use the Kekul´ ·o¸ exclUsively. 17-1 ±7²2 S¹gMa coMpLex Oc H I o H : ! H 2 C º / ,+ ) / " H : H H OH H add»t»on pRodUct- N¼T A½¼¾A¿ºC Wh»le
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Unformatted text preview: prodUct »s no³ aroMat»cà Thus± »t has lost the 152 kÄÅmol (36 kcal/mole) of resonance sÁabiLÆZÇÈÉÊn energYË ¿he add»³»on react»On »s nO³ favorable energet»callYÌ and subsÁ»ÁutÍon preva»lsÎ CÏ CÐ I . . + • • 1-: CÏÑCl: ± AÐÒCl -± : CÏ ÓCÐ ÔÕl ÖCÏ I 1 CÏ CÐ H H H H CÏ CÏ h i-±² . . + ± ± ± : CÐ ÑCÏ ×Al ØCl ²³´µ :Cl×AÐÙCÐ ± .. v· ³ ³ Úl C H H CÐ CÏ H + ' H H H t H H H CÏ . ¶ H :CÛ: ÜCÏ ± · CÐ ¸ ¹ Úl H H ± AÐCÏ3 H h t ³ h ´ CÐ ±² :CÐÝAÞÝCß . : I CÐ 365...
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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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