Key. Midterm II

Key. Midterm II - a -L- glucose. (12 points) . G) b)...

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Problem 1 A) Provide a detailed mechanism for the following reaction (10 points). 0 0;::0-- CH 3 SH I .?J , ~ v(. .LI~ /,-~ (?"-j1 .;,". ..(. ~ /'~ J B) Complete the following reactions (6 points). Student Name: a c(;)H + CH30H 1) CHsO~a+ ~ ~ 2) ~ LJ 1 /"'---":~ --t ~o \ i ,~c.u\ ij \ ~:':~--;t w l;. ,~-/ or .~ v (i) -- " to. . + ..,. ., "'4 \ \..4 _/ (i) 3
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Problem 2 Propose a synthetic strategy for the following reaction. Provide all needed for every step (12 points). Name the final product (3 points). (NH2 NH \ c~~ c~c. ,." I I GLJ~ "rIA "/ "" ..~ (!) , '""-+ f ~I ~- ). . ~ C~ ~"" I ,,/ ..> A C ~ Vc.u~ ~'=/~rl'Jlnt /' c..W3 7~) I (P ' LY I'J . Ii,;" Student Name: ts and possible intennediates reagen 1- ~\ - .2/2J~- \-riMe.~ ' (j;) ~ \ .cd A -2:-tJl"O ? . L;A-l~'4 /~.:J-f c..~~ \- .¥Z' /- t._":'; :~~ ~ or @ THF ~% c..\A~ t\A3 (,Uj 4
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J::~ ~NO2 a) NHa 1) /I\\-J)U. heat In DCM .. - r '=7~H MeO.'(--OH . 0 2) NaOH/H20. heat b) c~ ~OH a) (CH,cOnO pyriclne . - ~ b) HBr/acetk: acid (cold) d) Student Name: (i) or oAc ~ GJ ) G) 5
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Problem 4 a) Draw cyclic Fisher projection, chair confonnation and Haworth projection for
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Unformatted text preview: a -L- glucose. (12 points) . G) b) Complete the following carbohydrate reaction (8 points). Student Name: @ r 01-HO 1) NaOH, (CH3)2S04 @ 6 Problem 5 Propose a mechanism for the following reaction (12 points). CHO O:N~ + + J-'~l1 ,.;0 c) -o. ..J::::: ,,/ tJ. (f)--p ~:-~~~~ ~ " ~ (D .- ~ co? J~) ~)J ~c '( o~ 'tIJ ~ ~ /7( \=0/ Student Name:- -o=(:() Hofjt 1) HCVheat 2) Na0t-VH20 encJ i-~o-t ~~. . ) ~ #i~.tI"E:>-H-+'J\ £of-""" \1\ \.of- L-f \ 0' ~"11/ N (!" ~/,~~r.l (iJ (j) ./ tl/ 6 ,- M£.O, 7 Problem 6 Name the following compounds (15 points). 2 -mt. .~ -4-pk"j\ ~ ~\Or~"e. . ~ - ~rot(\O - ~rloQ", - , - 0 \ (Y~ HO.A,~.A'"(,, Sr ~ 5:'~ ~ 4- 'wprop~' B~ ~N Student Name: (i) d\('\i~ ~-Me.~\ ~- f'\\ \1-0-fj("'" )- d'~~\ -oxa. .b\.d\(\'e e.~\ -~-'\~pror~\42, \ ~x~~'e. ~.Q.o pt" ~ ,-~-mO ~-~ro 8...
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This test prep was uploaded on 04/07/2008 for the course CHEM 140C taught by Professor Nefzi during the Spring '06 term at UCSD.

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Key. Midterm II - a -L- glucose. (12 points) . G) b)...

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