Solutions_Manual_for_Organic_Chemistry_6th_Ed 395

Solutions_Manual_for - 1 7-50 product moleof ar weilgoht of H20 150 g ar e l loss cul ss 132 mol IR spectrum The dominant peak is the carbonyl at

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Unformatted text preview: 1 7-50 product moleof ar weilgoht of H20 starteinculmatweirigaht 150 g ar e l loss cul ss 132 mol IR spectrum: The dominant peak is the carbonyl at 1710 cm-I. No COOH stretch. NMRwospectnals each wisplhitininteggratcomplicuateeofd but ththeesetemustioben tihsehelwpofuadjacenthemethylneof 2CH-3.CH, 2th.ere regi nes, sig region t val i so are taromatricum: Thefrom 7 . 3is-7.i8onhas integrat2H;on ofin4H,gratthe ringt mustl. beIndit substitouted. .6 2 2 The Carbon NMR:soFshowiofngthae disubstiitcusitegdnals talAlinsodiicnatdiincateC-H;carbons ishortcarbonylnoandtatched hydrogens, al our aromat benzene. , g d are two are n a , with at wo meth� ylenes. I�S\ o (F CH2CH2 - C -8 � or cO . , ,� molecular weight 132 lose 1 H retain The product must be the cyclized ketone, formed in an intramolecular Friedel-Crafts acylation. 17-51 (a) < } CH2CH2COOH 8 ___ 18 = = 8 are c:=:::> (jl .H �H Br "w.� � H A + H H .. 389 ...
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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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