spring2008exam2

spring2008exam2 - N ame 23 CI1221-51 rganic hemistryI O C I...

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Name CI1221-51 Organic Chemistry II Examinati on #2 - Spring 2008 23? total Points I. Mechanism @VERYONE MUST ANSWER). For the following reaction, write the complete mechanism including all charges, atrows, and resonance sbrrctures of the intermediate carbocations. Write the resonance hybrid of the two intermediate carbocations and indicate which product is the kinetic and thermodynamic products. (20 points) .1r"-8-8-B-B-"*. + HCr ....-. .-.* @ #""' {-rbc/dlig5r*t a+s %?-c.*.acufu*, u '1,it" glv t'{ r np'w ti' \'^ % %Ur-d -cH.cl(4lh Mgaarc.U=di4,td3 .,^bil ' Ct 3tv ?e %f $^=^&^1* ob -T#fr,fi"ffi^) :u L tl. M""h"ni"-. (ANswER Or\E oF TEE FOLLowrNc TwO eUESTIONS.) For the following reaction, write the complete mechanism including all charges, arrows, and intermediate carbocations. (15 points) HOCF{{*1a {qDt' ^r& w -+rB f,Tc*a3 \\g@ \----t slr -1-of s,i I l O-CHzCH3 + 2HCl - I I *1$*ts + HO---? uB!, ,\1 w) Crt!rcr.{r9.Ll tP-* J W - HgAl#
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I lu* + HO-CH2CH3 -____+ I Ill.Mechanism. (EVERYONE MUST ANSWER.) For the following reaction, write the complete mechanism including all charges, €rrows, and intermediate carbocations. (15 points) OH A ll q{- CHs I ,t 6p,F ,-t\) I I \,4 ct+3 @<.t -,^- \ w) .Lw# uqu -{g ' u{ 5N k
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fV.Mechanism. (ANSWER ONE OF THE FOLLOWING THREE.) For
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This note was uploaded on 03/06/2010 for the course CH 222 taught by Professor Dr.nichols during the Spring '10 term at John Carroll.

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spring2008exam2 - N ame 23 CI1221-51 rganic hemistryI O C I...

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