of 7 /7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015 TA at 4 PM in the Ch1b Box !"#$%& ()*&+#$ ,#- .")## "#$%& '()%*+, -+. /#(++ 01+ 23 .#+ "#$% 4)5 '()%*+,6 7 839 : 8(+ 9+62;38.+9 86 3) <)**8%)(8.2 )3 =()%*+,6> /#+6+ =()%*+,6 ?2** %+ <)3629+(+9 86 @12AB*2C+ =()%*+ ,6> /#+(+ 8(+ 8 .).8* )D D2E+ =8;+6 .) .#26 =()%*+, 6+.> ()*&+#$ /0# 1%2 3*40-567 8#9:-4*05 *; :9)&*<=+4: 9: 4> >#)4?9-4?#5 90> [email protected]:+#*3"4+#57 F)( +8<# )D .#+ (+8<.2)36 6#)?3 %+*)?& =()E29+ .#+ 6.(1<.1(+ )D .#+ ,26623; (+8<.83.> G =)23.6 +8<# Cl O + O O O CH 3 CH 3 H 3 C H 3 C + + O O CH 3 H 3 C N H O CH 3 H 3 C CH 3 H N O heat  H 3 C CH 3 O OH H 3 C O OH  + O O CH 3 H 3 C Et 3 N Et 3 N heat (a) (b) (c) (d) HO CH 3 H 2 N CH 3 H 2 O HO CH 3

Ch1b Ps3 Key Ser

Embed Size (px)

Text of Ch1b Ps3 Key Ser

http://slidepdf.com/reader/full/ch1b-ps3-key-ser 1/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
!"#$%& ()*&+#$ ,#- .")##
"#$%& '()%*+, -+. /#(++ 01+ 23 .#+ "#$% 4)5
'()%*+,6 7 839 : 8(+ 9+62;38.+9 86 3) <)**8%)(8.2)3 =()%*+,6> /#+6+ =()%*+,6 ?2** %+
<)3629+(+9 86 @12AB*2C+ =()%*+,6> /#+(+ 8(+ 8 .).8* )D D2E+ =8;+6 .) .#26 =()%*+, 6+.>
()*&+#$ /0# 1%2 3*40-567 8#9:-4*05 *; :9)&*<=+4: 9:4> >#)4?9-4?#5 90> [email protected]:+#*3"4+#57
F)( +8<# )D .#+ (+8<.2)36 6#)?3 %+*)?& =()E29+ .#+ 6.(1<.1(+ )D .#+ ,26623; (+8<.83.>
G =)23.6 +8<#
http://slidepdf.com/reader/full/ch1b-ps3-key-ser 2/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
()*&+#$ 2 12A 3*40-567 B+:*"*+ ,=0-"#5457 
8H F)( +8<# )D .#+ ,)*+<1*+6 6#)?3 %+*)?& =()E29+ .?) 926.23<. 6I3.#+6+6 )D .#+ <),=)139
D(), 92DD+(+3. <8(%)3I* 6.8(.23; ,8.+(28*6>
J3 +8<# <86+& 6.19+3.6 ,8I 16+ +2.#+( 8 K(2;38(9 (+8;+3. ?2.# +.#+( LM 8 *2.#21, (+8;+3. ?2.# #+583+ )( 8 62,2*8( 6)*E+3. 23 .#+ D2(6. 6.+= )D .#+ (+8<.2)3& D)**)?+9 %I N OL )( NGLP>
N)?+E+(& .#+ 8*CI* =8(. )D .#+ )(;83),+.8**2< 8;+3. ,16. ,8.<#> Q36?+(6 8==+8( )3 .#+
3+5. =8;+> R =)23.6 +8<#S O D)( +8<# <)((+<. 6.8(.23; ,8.+(28*& $ D)( <)((+<. 6)*E+3.& $ D)(
<)((+<. )(;83),+.8**2< (+8;+3.& $ D)( <)((+<. ?)(C1= TNOL )( NGLPH
CH3
OH
H
O
O
CH3 CH3
O1. CH3CH2Li
CH3
O
CH3
O
OCH3
http://slidepdf.com/reader/full/ch1b-ps3-key-ser 3/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
()*&+#$ C 1%A 3*40-567 8#9:-4*0 *; *)D90*$#-9++4: )#9D#0-57
8H Q<29 <#*)(29+6 <83 ?2.# K(2;38(9 839 )(;83)*2.#21, (+8;+3.6> 0) I)1 +5=+<. .#+
(+8<.2E2.I )D .#26 D13<.2)38* ;()1= .) %+ ,)(+ 62,2*8( .) .#8. )D +6.+(6 )( C+.)3+6U V#IU
486+9 )3 I)1( 836?+(& =(+92<. .#+ =()91<. )D .#+ D)**)?23; (+8<.2)3S
/#+ .+.(8#+9(8* 23.+(,+928.+ D)(,+9 %I 8992.2)3 .) .#+ 8<29 <#*)(29+ 26 136.8%*+& 839 ?2**
<)**8=6+ .) *)6+ <#*)(29+ 839 (+;+3+(8.+ 8 C+.)3+> Q 6+<)39 [email protected]*+3. )D .#+ K(2;38(9 (+8;+3. ?2** 899 .) ;2E+ 8 .+(.28(I 8*<)#)*> /#16& .#+ 8<29 <#*)(29+ 26 ,)(+ *2C+ 83 +6.+(> O
=)23.6 D)( +5=*838.2)3& W =)23.6 D)( 6.(1<.1(+
%H V#+(+86 )(;83)*2.#21, (+8;+3.6 839 K(2;38(9 (+8;+3.6 (+892*I 899 .) ,)6. C+.)3+6& .#+
(+8<.2)3 )D 83 )(;83)A23< (+8;+3. ?2.# 8 C+.)3+ .I=2<8**I ([email protected](+6 8 <8.8*I6.> 486+9 )3 I)1( C3)?*+9;+ )D +*+<.()3+;8.2E2.I& =()=)6+ 83 +5=*838.2)3 D)( .#26 92DD+(+3<+ 23 (+8<.2E2.I>
Q6 ?+ ;) D(), X2 .) Y; .) Z3& ?+ 8(+ ,)E23; (2;#. 8<()66 .#+ =+(2)92< .8%*+& 6)
+*+<.()3+;8.2E2.I 26 23<(+8623;> /#26 ,+836 .#8. .#+ +*+<.()3+;8.2E2.I 92DD+(+3<+ %+.?++3 .#+ <8(%)3 839 .#+ ,+.8* 26 9+<(+8623;& ,8C23; .#+ <8(%)3B,+.8* %)39 *+66 =)*8(2A+9> /#+
<8(%)3 *+66 +*+<.()3B(2<# 839 .#+(+D)(+ *+66 31<*+)=#2*2<> W =)23.6
()*&+#$ E 1%2 3*40-567 [email protected]:+#*3"4+#5 90> #+#:-)*3"4+#57
[)1 =(+E2)16*I *+8(3+9 .#8. \8"\ 26 8 ;))9 <8(%)3 31<*+)=#2*+> Q*.+(38.2E+*I& 8<+.)32.(2*+
T"NG"\H 26 +*+<.()=#2*2< 8. .#+ 6=B#I%(292A+9 <8(%)3>
T8H ]6+ I)1( C3)?*+9;+ )D X+?26 6.(1<.1(+6 839 (+6)383<+ 6.(1<.1(+6 .) =()E29+ 83
+5=*838.2)3 D)( ?#I 8<+.)32.(2*+ 26 +*+<.()=#2*2< 8. .#+ 6=B#I%(292A+9 <8(%)3& ?#2*+ \8"\ 26
31<*+)=#2*2< 8. .#+ 6=B#I%(292A+9 <8(%)3> T^ =)23.6S 7 D)( (+6)383<+& O D)( *)3+ =82(H
F)( 8<+.)32.(2*+& .#+ D)**)?23; (+6)383<+ 6.(1<.1(+6 8(+ =)662%*+S
?#2<# 2**16.(8.+6 .#8. .#+ 6= <8(%)3 ?2** =)66+66 8 =8(.28* =)62.2E+ <#8(;+ 839 %+
+*+<.()=#2*2<> \8"\ 26 8 68*. 23 ?#2<# .#+ 6= <8(%)3 #86 8 *)3+ =82( .#8. 8<.6 236.+89 86 8
31<*+)=#2*+>
T%H '()E29+ .#+ =()91<. )D .#+ 8992.2)3 (+8<.2)3 6#)?3 %+*)?> TW =)23.6H
H3C Cl
http://slidepdf.com/reader/full/ch1b-ps3-key-ser 4/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
N
CH3
http://slidepdf.com/reader/full/ch1b-ps3-key-ser 5/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
()*&+#$ G 12E 3*40-567 H090-4:439-#> )#9:-4?4-=7
8H J3 .#+ 6+(2+6 )D (+8<.2)36 %+*)?& .#+ _9+62(+9` =()91<. T86 6#)?3H ?86 3). )%6+(E+9 91+
.) 6),+ 1323.+39+9 (+8<.2E2.I> F)( +8<# (+8<.2)3& 9(8? .#+ =()91<.T6H .#8. ?2** 8<.18**I %+
=()91<+9> TW =)23.6 +8<#H Q36?+(6 8==+8( )3 3+5. =8;+>
%H /#+ 8992.2)3 )D K(2;38(9 (+8;+3.6 .) +38*6& 61<# 86 8<()*+23 T6#)?3 %+*)?H& <83 ;2E+ (26+ .) 8 ,25.1(+ )D =()91<.6> ]6+ I)1( C3)?*+9;+ )D (+6)383<+ 6.(1<.1(+6 .) (8.2)38*2A+ .#+
D)(,8.2)3 )D %).# =()91<.6> '()E29+ <1(E+9 8(()?6 .) 6#)? .#+ ,+<#8326, D)( .#+
D)(,8.2)3 )D +8<# =()91<.> T^ =)23.6H
V+ <83 9(8? .#(++ (+6)383<+ 6.(1<.1(+6 D)( 8<()*+23& ?#2<# 6#)? .#8. .?) <8(%)36 =)66+66
8 =8(.28* =)62.2E+ <#8(;+S
a)
http://slidepdf.com/reader/full/ch1b-ps3-key-ser 6/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
()*&+#$ ,4< 1%A 3*40-567  a.#23I* +6.(892)* 26 83 +58,=*+ )D 8 6+,26I3.#+.2< +6.();+3 9+(2E8.2E+ D)139 23 ,83I
D)(,1*8.2)36 )D )(8* <)3.(8<+=.2E+6> '()=)6+ 8 6I3.#+626 )D +.#23I* +6.(892)* D(), .#+
38.1(8**I )<<1(23; #)(,)3+ +6.()3+ 839 83 )(;83),+.8**2< (+8;+3. )D I)1( <#))623;>
R =)23.6 )(;83),+.8**2<
()*&+#$ ,#?#0 1%2 3*40-567 .#-)9"#>)9+ 40-#)$#>49-#57
")3629+( .#+ .+.(8#+9(8* 23.+(,+928.+6 23 [email protected])36  9B>& 6#)?3 %+*)?> /+.(8#+9(8*
23.+(,+928.+6 %+8(23; 8 ;))9 *+8E23; ;()1= <83 <)**8=6+ .) (+D)(, 8 <8(%)3I* <),=)139>
]6+ I)1( C3)?*+9;+ )D *+8E23; ;()1= 8%2*2.I 839 =! 8 E8*1+6 .) =(+92<. .#+ =()91<.>
O
H
H
H
O
H
H
H
http://slidepdf.com/reader/full/ch1b-ps3-key-ser 7/7
 Name Ch 1b, Problem Set 3 Section Due Friday January 30, 2015
TA at 4 PM in the Ch1b Box
G =)23.6 +8<#