Solutions_Manual_for_Organic_Chemistry_6th_Ed 153

Solutions_Manual_for_Organic_Chemistry_6th_Ed 153 - 7 -25 I...

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Unformatted text preview: 7 -25 I n these mechanisms, the base removing the final proton is shown as that water removes this proton. ( a) 0H Hf -OS03H •• � (J __ � __ __ • (f H 0 ..-H 1+ ___ /). + G /). ___ HS04 H20 ...- H/-OS03H � H H H 1 C �H �H I),\ -OS03o/ } OS03H / f • -. I t i s equally possible + cis + trans major isomer � mi nor isomer ! (c) (X •oH•• • _H-OS03H CfR-H � t_ __ � __ • H 1+ ___ A Ll rearrangeh ydride shift CH3 CH3 • from unrearranged 2° carbocation H ct H H from rearranged 3° carbocation greatest amount 146 least amount ...
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