IMG_NEW_0019 - and b) indicate the number of signals and...

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Chem 281 Tutorial Problem Set. No. 9 PLEASE COME PREPARED TO BE CALLED ON TO ANSWER THE FOLLOWING QUESTIONS IN NEXT WEEKS TUTORIAL! 1. Please provide a mechanism and product for the following=.7eactions. ,,i- H2O, H2SO4 __t--->| r \.J / ,t,(J 1 1, 1, I I Hg(oAc)2 r l- r ':tl I I;9' -.^l.)'' t: I'tI ' I , il !1,t17',, . ' lt:{ tl t l- -.1 .rr'n t, 9-!." i1 Br2, cH2ct2- | a\U/ H2o, H2so 4 ,.1 :'tt 1 1.t r i, t,,, ,( 1. NaNH2 2. CH3CHICH2| 3. H2, Lindlar cal 1. KOtBu (potassium tert butoxide), diethyl ether 2. MCPBA 1. Clz, HzO 2. NaOCH3, DMSO DMSO = aprotic solvent 1. Ctz, CH}C|} 2. NaOH, H2O ......... -------------- 2. NaBHa -.\-r ll ir i ''""J ) a'' i.'--.t.', 1 2.H2O2, NaOH, H2O i i \ t' '''--''-' i i \., 2. Please give the product of the following sequences of reactions. For a)
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Unformatted text preview: and b) indicate the number of signals and how many singlets (s), doublets (d), ("r'. ,',.1 ., , .\?r triplets (t), quartets (q), multiptets 1m; or combinaiions of these splittings yo; r--' '.0, 't i would expect in the 1H NMR spectrum of the product. - ) 't .*;:t;l;11,'rv (.,-f til I- at\a'-\ ct2,H2o tt \-,/ /i ./. ( ( t .i ti--t ( r !l t, ,;-a ,l /, r I-r.i Br '= m I I ,t\-"\ tt \-, I ,-\--'\ tt \---b) / f,'t ,/trt -t"/ it .i t '(t-- , tt "-\-- tt lt"ll '..: ,/ : lL t" rii L. '-: ,{. / ! _t,,:,, ( lt-- z':Iz''-t1 ttl \'2/ I . . {(t';'1 t.,,r ) t ,. l,; ()/ i '' l.' l. i :'. c) d) i{ ,l-'r-'-l-J f I \ I :., a(t ,,./...
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This note was uploaded on 12/27/2011 for the course CHEM 282 taught by Professor Nabylmerbouh during the Fall '10 term at Simon Fraser.

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