Solutions_Manual_for_Organic_Chemistry_6th_Ed 260

Solutions_Manual_for_Organic_Chemistry_6th_Ed 260 - CH3 CH3...

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Unformatted text preview: CH3 CH3 (a) 00Hcr03 a CH3MgBr o-0-°1 Haceto0ne4 2S MgBr t CH30H PBr3 CH3Br p�HO CH3OH HOI OR: alternati"ve end" ("{- H2S04 d�1 V aGritf egrnard prolyosductof SN1 hydr is OH (b) 0oH PBr3 0 Br eM� o MgBr .. HO+ g 3 if PCC H � 2 HacetSoOne4�r03 CH3CH20H if o MgBr 0- MgBr' (c) OH HC2rS003 4 . � CH3I . oE acetone from (b) V orhouswne thepSart (ma)ethod s �OH PBr3.. Br etMhger ! MgBr EtOH, H+ c2Sr034 � ..H30 H ...C....OEt H ..C. ....OH � H one tw , making an 4 acet0 HO OH esttoehrRMgXequicanvaaladdntaltRocohol H2Cr0CH.,tOH 1t1) HB3r0M+g Mg PBr3 wi grooupstewm;osee solutieon to pr bl OH (e) MgBr VOH fO H30+ rom 1 1-56 .. a .. a --- Mg, ether + 1 09 ... � I .. a .. � a I � I • � a II ° I ( d) 2 2 � - 2 � + 10 " N 1 • a II .. a II a 2) -..../ ___ � --..../ 3° 10-18 (b) l)� .. a 2) 253 ...
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