spring11sampleexam3key

spring11sampleexam3key - 322b Practice Third Progress Test...

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Unformatted text preview: 322b Practice Third Progress Test Spring 2011 Chapters Solomon (17),1 -1 9. 1. Circle and give the most accurate names of the functional groups. 0 do . (3:0 mm QM. fiw’lngjwfiméf éafim flaw We??? (35;. C’s/aw CH2(COZEt)2 ROfiOR H3 Ell: Maémwf’: Dangwazé Azém 6’09 Q—NEtz CO >=0 ‘ l Maw Mailed? Mayra?! rti 2. Arrange in order of Bronsted acidity sta g with the most acidic compound. RCONH2 RCO2H O O (CH300)20H2 CH300202H5 MOB - (a) (b) (c) (d) (e) b)», a! > <1 3 62> a 3. Arrange in order of decreasing basicity: E:H(002Et)2 éHzCOQEt 6H2000H3 5HZCON(CH3)2 (Si—1(c00H3)2 (a) (d) (e) (b) (C) ca>£ 1!. 4. Write all resonance structures of: a? N :2 My; 8- HsCC-NH' E) b. HEN cm H c. ArlCO)NH' see as ngH (“3 r3 1 +gH N e '0 macs: NHL #34,, 33:21”: 5. Write the mechanisms including all intermediates (no resonance structures or transition states please) curved arrows and formal charges if applicable. Hzop+NH9 a Q—cfifi. QcozH (23;? il‘ heat W dying '3’ ii 4., {My} a]? .. y .8” 6 R (9.3% QM Hi?“ fieéfigy‘i M 5%: @563 b_ “J HCi E'CHE} + H21300 + (R'CHQTSCHQNEtz +5420 0 O i m ‘HzO m i 4‘» 9 (5+9 fife/“xcfte fi‘“ 5AM “we \L at - z ’1'? <“>~ ' “ “5W ’3 ' “ W a, QWCH3$®§W a: _ H r‘ ' .. i! i “at? .... N a! +63% (3” m {9,13 *3? 5"? 6’ ' 3 C EtONa/EtOi—i + CH3CO2 "—“""‘“"" 6. Give the predominant products if no reaction occurs; Write: “no rxn". Nefii‘ a. @0025: + CH3COZEt E: ‘57:” gal? 5"!” excess 0 (3 N I.“ b. (5 1) CH3000H20| _____._.___.. 0 c- Q EtONalEtOH —-----—>- _ no acid workup. 2) neutralize 1)EtONa/EtOH __..._-—+ 2) H30+ (k5 o 002Et + 00 “W” X x a 54.1.?) g 0 OH ' at O 100 00 M. 3) OH— .—---—--—-—h- 4) H30+ heat Ca? 1) EtONa/EtOH l;- 3 5%“? BTCHZ'fi‘CHg, 0 JV» CH=CHCOQEt + H20 Q? h- “: -: i. Q43 N 02H50H + CH2:CHCN ————-> 1. EtONa EtOZC(CH2)4COEEt W ' 3 EtO Na/EtOH —~—--> A + YOEt O “one pot reaction“ - M 0.1% mi 7. Give equations describing the synthesis of: a. YO using the aceto acetic ester method. CC)! fad: O We“ Elia/Va ilk/3 %£éi'£dagE# it 32, {gag}? git; mgx-wwgl E i' I, (3} A 52. w/B [fig Cyl- KO \i%” 2.; \lfl O nggxfi . OH 0 b. i- Q from and any other reagent(s). Ci-rgixn-I2 ' . [24,; (f [email protected] HCM ‘ r“ ._ "f M am www- WWW-:9 Leaf" {:2}! ‘" V at: - 0 L! 0- @vECHZCHmHCQHE, using Q - I a and any other needed reagent. 0 aggcéfiié’ _ I/gf; 1g“ :3;- :Lcéé'fls” _ M p _ <E>W/</\N#Cja#f ...
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This note was uploaded on 03/15/2012 for the course CHEM 322BL taught by Professor Singer during the Spring '07 term at USC.

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spring11sampleexam3key - 322b Practice Third Progress Test...

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