Solutions_Manual_for_Organic_Chemistry_6th_Ed 414

Solutions_Manual_for_Organic_Chemistry_6th_Ed 414 - 18-22...

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Unformatted text preview: 18-22 (a) (J<-:NH; 0: )'H h: JW O (J :0:\ :o-� d,+NHPh HO+ . C} NHPh HO+ 3 H H �20: H20: • • H � 3 '---./ two fast proton transfers ( HI • • _ Ph-C-H 1 � (wro fast proton transfers t ---• • :o:� 1 �� Ph-C-H .. H20: i Ph-C-H Ph-�-H } Hpposisttihvreecharge on theforms with lu e resonance benzene : NCH 3 409 II Ph-C-H 1 NHCH, :O� 1 �� �U�CH3 II H-O-H - Ph-C-H ( 1+ 1 � NHCH3 I + - H20 NCH3 ring ...
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