Topic+6+Notes+_substitutions_

Topic+6+Notes+_substitutions_ - L#$-$ $&0/$ 1*21!$!$)1

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!"#$% '( )*%+,"#-$+$% .)/ 0./$%.+ 1*21!$!*!$")1 3456789: ' 6;< 76:8= >? 456789:= @A 6;< @@B L
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!59 7>C6:D8E >? 6 46:F>;G56C>H9; F>;< C96<= 8> 859 46:F>; 56ID;H 6 76:J6C 7>=DJI9 456:H9( $; 6CKEC 56CD<9= 85D= 7>C6:D8E 46L=9= 859 46:F>; 8> F94>M9 64JI689< 8> =LF=J8LJ>; :964J>;= ND85 ;L4C9>75DC9=( %6:F>;G56C>H9; F>;<= H98 C9== 7>C6:O C>;H9: 6;< N96K9: D; H>D;H ?:>M PL>:D;9 8> D><D;9
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+,-.,!-/0 1234-+56!4!3 72879!929!+17 S:6.1-6.5
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7#$'(#'$:; 9<=>? %@ +$A:"B( 6:;B&>?
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1'(;>%=CB;B( 7'D?)#')%" .>:()%"? $; 859=9 8E79= >? :964J>;= 6 36 =794D9= ND85 6; L;=56:9< 9C948:>; 76D:B :9648= ND85 6; 9C948:>; <9Z4D9;8 46:F>; F96:D;H 6 ( !59 C96ID;H H:>L7 D= <D=7C649< FE 6 ;L4C9>75DC9 6;< =976:689= ?:>M 859 46:F>; ND85 D8= 76D: >? 9C948:>;=( ,X6M7C9= >? ;L4C9>75DCD4 =LF=J8LJ>;[
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. D= 6 =LF=J8L9;8 8568 46; C96I9 6= 6 :9C6JI9CE =86FC9 9;J8E ND85 859 76D: >? 9C948:>;= >:DHD;6CCE F>;<D;H D8 8> 46:F>;( $8 46; C96I9 6= 6; 6;D>; >: 6 ;9L8:6C =794D9=( We are only considering sp 3 (alkyl) substrates in this section. Molecules with leaving groups on sp 2 (e.g., vinyl, aryl, acyl (C=O)) or sp (ethynyl) carbons do not react in fashion described in this section
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)L4C9>75DC9= )9L8:6C .;D>;D4 ,C948:>75DC9= %6J>;D4 #>C6:O 9C948:>75DCD4
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,U948 >? +96ID;H \:>L7= >; ,C948:>75DCD4D8E %G+ F>;< ML=8 F9 :9C6JI9CE N96K %G+ F>;< ML=8 F9 3859 96=9 ND85 N5D45 859 9C948:>; <D=8:DFLJ>; D; 859 F>;< D= <D=8>:89< D; 6; 9C948:D4 Z9C<B + ;99<= 8> F9 6FC9 8> 644>MM><689 6 76D: >? 9C948:>;= ! \>>< C96ID;H H:>L7= 6:9 N96K F6=9=
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!]" %+.11,1 "^ 0,.%!$") 1LF=J8LJ>; :964J>;= 46; F9 79:?>:M9< L;<9: <DU9:9;8 4>;<DJ>;= N5D45 HDI9 :D=9 8> <:6M6J46CCE <DU9:9;8 >L84>M9=( )L4C9>75DCD4 =LF=J8LJ>; :964J>;= 46; F9 4C6==DZ9< 6= >;9 >? 8N> 8E79=O F6=9< >; 859=9 9X79:DM9;86C >F=9:I6J>;=( $; >:<9: 8> <9I9C>7 7:9<D4JI9 8>>C=O N9 ;99< 8> "!6%.20*!6 :96=>;= ;(< 859=9 >F=9:I6J>;= 6:9 DM7>:86;8( !568 D=O N9 ;99< 8> <9I9C>7 7:>7>=6C= ?>: 8N> <DU9:9;8 M9456;D=M= N5D45 6:9 4>;=D=89;8 ND85 859 8N> =98= >? <686 6;< ;()#( ;% .%*#=&!2>
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72879!929!+1 E9 FG 72879.E9-70 8! H+4-324E. 1234-+56!4!3 72879!929!+1 I7 1 JK ,X6M7C9= Prob: 6.13-15, 17aj,25,27, 31,33,36 S:6.6-6.8
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E H>(C:"B?L @%$ #C> 7 1 J .>:()%" . D= 859 5DH5 9;9:HE =8689 >? 859 :964J>;( $8 D= 6; L;=86FC9 9;J8E ND85 6
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This note was uploaded on 10/24/2010 for the course CHEM 2311 taught by Professor Tyson during the Spring '07 term at Georgia Tech.

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Topic+6+Notes+_substitutions_ - L#$-$ $&0/$ 1*21!$!$)1

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