Solutions_Manual_for_Organic_Chemistry_6th_Ed 259

Solutions_Manual_for_Organic_Chemistry_6th_Ed 259 - ( a)...

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Unformatted text preview: ( a) ("f OH 1 1 -5 5 V . . '----A Z • nCl2 I n hi s presentat on of the me ha is m, h e t i cn t rearrangementi s s ownc on u entl with h c rr y c leavage o h e C O bond w th no 1 0 ft i c arbocat oni nte med ate i r i. . � o -z nCI 2 VH r ,., - - + HO - Z- n Cl 2 H -Cl ( b) r'0 V � OH •• � S H i" Q 0 3 H '---'tf O n e hi sc arbo at on s formed, ct ci i removal of adja ent protons c produces thec ompound s own sh . c ) A ll th ee of h e produ ts go th ough a c om on carbo at oni ntermediate ( r t c r m ci . H ... ... H � H� � OH � • • H d 03H S • .. � � OH i OU) �J CO +r:(ll-_H� ci? ! 00 H20 : Th ;s;s the p odu t fc om a p nacol re a ang me cc ; rr e nt. 25 2 Cf( + H C H r'0 � � � + V A.. H V ; C ' H � oc/ :ci: 0 }\ H �� Cl Cl + H20 - t- ZnCI2 '. �H2 OH2 •• ,-- . __ . - '" \ �c� \ . � + H20: OH � 9+ H _ + H20 --.� --; - .. H d 03H + S f � � �: O ... H Y + 00 � H20 : C + ' ' 0) H ·· H ...
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