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exam1_blank - Notes for Practice Exam I Fall 2011,...

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Unformatted text preview: Notes for Practice Exam I Fall 2011, 322b OMIT: Problem numbers 2, 4, 5, 6, and 8 Note: On problem number 9 do not circle the major resonance contributor and ignore the lone pair of electrons on the Nitrogen atom in the ring when drawing resonance structures. ! ! !"#$%&'()*+,,-* ./0$*1* 23,4322* "#$%&!&'(!)*++*,$%-!$%)*#./&$*%0* First Letter of Last Name * 50$#6**777777777777777777777777777777777777* * 809*:;<&*50$#6**7777777777777777777777777777* * 80&'*=*>%?%'&*@A*BC!*1>6****7777***7777***7777***7777* * * ! 1$-%!2(+*,0! 1*D#('%A)*'"0'*1*"0E#*@9&#(E#F*0GG*'"#*(HG#&*@A*;D0F#$%D*1I'#?(%')*J"%G#*'0K%I?* '"%&*#/0$%I0'%@IL* C%?I0'H(#6*777777777777777777777777777777777777777777777777777777* ! ! ! ! ! * * SCORE * ************************************************************************************************50$#6777777777777777777777777* ,* !M.N1C:OP*+,,983+,Q98* * R1OC:*.S;N* * * * * * T0IH0()*,4U*,V22* * * * * * * * * * * * * * * * **** * 7777777777777777777777777777777777777777777777777777777777777777777777777777777777777777777777777* * * * W(0F#(* * 1*X2YZ[L*7777777777777777*X,4[* * * 7777777777* * 11*X\[L*77777777777777777*X2,[* * * 7777777777* * 7777777777* * 7777777777* * 7777777777* * 111*X2VY2Q[L*77777777777*X+=[* * * 1]*X24[L*777777777777777*X24[* * **X2^[L*7777777777777777*X2,[* * * * * 3*&/+0444444444444444444444456778! * * * * ! * ************************************************************************************************50$#6777777777777777777777777* +* 1(9&$*%!:;!<=+&$>+(!?'*$9(;[email protected]!>*$%&B8;* ! 2L !%(DG#*'"#*[email protected][email protected]*9#[email protected]*'"0'*&"@HGF*&"@J*'"#*!"#$%&!%*J0E#G#I?'"* HG'(0E%@G#'YE%&%9G#*G%?"'*09&@(_'%@IL* * * I II III * * * * * * ,L !%(DG#*'"#*[email protected][email protected]*@(*[email protected][email protected]&*'"0'*0(#*'#'($#)(%*+*X0&*@[email protected]&#F*'@* 0(@$0'%D*@(*0I'%0(@$0'%D[L*;&&H$#*'"0'*0GG*&'(HD'H(#&*0(#*_G0I0(L* * * * * * * * * * * * * * ************************************************************************************************50$#6777777777777777777777777* =* +L !%(DG#*'"#*_0%(*@A*[email protected]#DHG0(*@(9%'0G&*'"0'*0(#*9#G%#E#F*'@*%I'#(0D'*%I*'"#*>%#G&* ;GF#(*O#0D'%@IL* * I II III IV * * * * =L !%(DG#*'"#*#G#D'(@I%D*[email protected]%?H(0'%@I*@(*[email protected]%?H(0'%@I&*9#[email protected]*'"0'*[email protected]((#&[email protected]* '@*0I*0(@$0'%D*[email protected][email protected]* * I * * * * II * * III * * ************************************************************************************************50$#6777777777777777777777777* Q* * * * QL !%(DG#*'"#*[email protected]((#D'*")9(%F%`0'%@I*[email protected](*'"#*$0(K#F*0'@$&*%I*'"#*&'(HD'H(#*9#[email protected]* sp2 sp sp3 sp C sp s p2 sp3 O C C S C N H sp3 sp s p2 sp2 sp sp2 s p3 sp3 sp s p2 sp3 * * * * * * 4L !%(DG#*'"#*&'(HD'H(#*%I*J"%D"*'"#*%F#I'%A%#F*")F(@?#I*"0&*'"#*"%?"#&'*_a0*X%L#LU* '"#*G#0&'*0D%F%D*")F(@?#I[L* * * H * * * * * * H H * * H * * ************************************************************************************************50$#6777777777777777777777777* 4* ^L W%E#I*'"#*'(0I&[email protected]($0'%@I*9#[email protected]*D%(DG#*'"#*[email protected]#DHG0(*@(9%'0G*'"0'* [email protected]((#&[email protected]&*'@*0*[email protected]#DHG0(*@(9%'0G*@A*'"#*_(@FHD'*@A*'"%&*(#0D'%@I*&'#_L* * + H * * * * I * * * II III IV * ZL !%(DG#*'"#*0(@$0'%D*[email protected][email protected]*@(*[email protected][email protected]&*9#[email protected]*;&&H$#*'"0'*0GG* &'(HD'H(#&*0(#*_G0I0(L* * N N CH3 * * * * * * ! ! N S * * ************************************************************************************************50$#6777777777777777777777777* ^* 1(9&$*%!::;!C#/,$%-!1&#=9&=#(B;[email protected]!>*$%&B8;! ! \L >(0J*0GG*@A*'"#*(#0&@I09G#*(#&@I0ID#*&'(HD'H(#&*[email protected](*'"#*[email protected][email protected]*9#[email protected]**>@* [email protected]'*[email protected]&%F#(*D"0(?#Y&#_0(0'#F*(#&@I0ID#*&'(HD'H(#&L*!%(DG#*'"#*(#&@I0ID#* &'(HD'H(#*@(*&'(HD'H(#&*'"0'*[email protected]*9#*'"#*[email protected](*[email protected]'(%9H'@(*'@*'"#*")9(%FL** * C N * * * * * * * * * * * * * * * * * * * * * * * * * ! ! ! ! ! ! ! ! N * * ************************************************************************************************50$#6777777777777777777777777* Z* 1(9&$*%!:::;!?*.>+(&(!&'(!D(/9&$*%B;!5EF!>*$%&B8;! ! R%GG*%I*'"#*(#0D'0I'&U*(#0?#I'&U*[email protected](*_(@FHD'&*[email protected](*'"#*'(0I&[email protected]($0'%@I&*9#[email protected]* c"#(#*0__(@_(%0'#U*&"@J*'"#*&'#(#@D"#$%&'()L* * 2VL* * HBr (1 equivalent) * * * * * * 22L* COOCH3 heat * * * * * * * 2,L* OEt + * * NC CN heat * * ************************************************************************************************50$#6777777777777777777777777* \* * 2+L* * CH3 NBS light * * * * * * * 2=L* H O H + + heat O H H * * * * * 2QL* * CH3 HBr (1 equivalent) H 3C ! ! room temperature * * ************************************************************************************************50$#6777777777777777777777777* 2V* 1(9&$*%!:G;!C#/,!&'(!<(9'/%$B.;!56A!>*$%&B8;! * 24L*>(0J*'"#*d#G#D'(@IY_H&"%I?e*(#0D'%@I*$#D"0I%&$*[email protected](*'"#*'(0I&[email protected]($0'%@I&*9#[email protected]* 1IF%D0'#*'"#*&'(HD'H(#*@A*'"#*_(@FHD'*@A*&'#_*2*0IF*'"#*&'(HD'H(#&*@A*'"#*_(@FHD'&*@A* &'#_*,L* * CH3 H 3C + Product A Step 1: heat Cl2 Low. Conc. Step 2: * * * * * * * * * * * * * * ! ! * ! Product A Products B 400 oC * * ! ! ! ! ! ! ! ! ! ! ! ! * ************************************************************************************************50$#6777777777777777777777777* 22* 1(9&$*%!G;!H=&+$%(!&'(!1I%&'(B$B;[email protected]!>*$%&B8;! ! 2^L*fH'G%I#*0I*#AA%D%#I'*&)I'"#&%&*[email protected](*'"#*_(@FHD'*9#[email protected]*H&%I?*'"#*%IF%D0'#F*&'0('%I?* $0'#(%0G*0IF*0I)*&0'H(0'#F*[email protected]"@G&*@A*=*D0([email protected]&*@(*A#J#(*X%L#LU*$#'"[email protected]*#'"[email protected]* [email protected]'"*!+MZf*[email protected]"@G&U*@(*0I)*!=M2Vf*[email protected]"@G&[*0&*'"#*@IG)*D0([email protected]*&@H(D#&L*[email protected]&%F#(* '"#*[email protected](*_(@FHD'&*@A*%IF%E%FH0G*&'#_&*[email protected](*H&#*%I*&H9&#gH#I'*&'#_&L*;G&@U*[email protected]'#*'"0'* &'#(#@D"#$%&'()*%&*[email protected]'*&"@JI*%I*'"#*_(@FHD'U*&@*%'*[email protected]#&*[email protected]'*I##F*'@*9#*[email protected]&%F#(#FL** * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * ...
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