322bs09_e4_key

322bs09_e4_key - Professor TE. Hogen-Esch Fourth Progress...

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Unformatted text preview: Professor TE. Hogen-Esch Fourth Progress Test, April 22"" ,2009 Chem 322b S A) G_ Initial of Family Name X Name: 2 TA: Lab Time: 1. (10) 2. (5) 3. (10) 4. (20) 5. (30) 6. (10) 7. (5y 8. (10) Total (100) 1. (10) Identify the functional groups. Choose the most accurate description: 6. c 3 MW M “‘1‘” o o O 0 $0 _N\:> ¢NH COO 0:50 flay/amt (3%”; EM": E} M O O OCH3 O CH CN N=C—;:O (I) O QH [W11 Q‘véw “WE. flea,“ 5%,: f/ZWM NJM [a 2. (5) Indicate the most (M) and/least (L) basic: HCOZK Q5 N; CH30Na NOZ-Q-ONa NHaLi Q-Li Nazcos (L) < > < ) < > < > (M > < > 1%., m, COW/‘9 I ‘3»6gC/L M >2, 3.(10) Give the predominant structure of : a. Methyl-a-D-glucopyranoside: ctr}ch HO LIL H 0 H 0 b. @QJ, 02H50K -———> CZHSO—QNOZ 4- K92. Czh’: J/ Cal/5‘ + / ’ / “w é . — r htl 3 OH + OZN—Q—Ngm —s'9—y- 021v @uzAJQQ basic ___ b. H30+ (75/ (is-D Q'CH‘CH3’2 + 02 T’ ’7" Q-D "’ + J 2 2products 1% m 3% mad 0 cm W C CH20H o 1) NaoH s3 0%) \/ o “0 OH H 2) (CH3)2804 050 H OCH3 (excess) 0 C ‘3 d 06!]; CH=O 1. NaBH4 455011! ~( ‘ (mg/oz {12% H I OH 2. neutralize H‘Q'O'“ If) CH2OH CHZOH =3 O H :: a 6' CH=O 1 HCN 2 B (OH) 0“ + “a . . a H I OH 3HO4Na/H 1:0 ON; a”; . + . g, l ,H a; CHZOH 3 2 1:: z 5 2 f CH=O 2“ H OH HNo3 o U ——._____, ‘1' H OH 1 602*! Cflzolt‘ g CH:O H OH 1) Br2/H20 u 0” H OH 3+ 2) H202/Fe B (2 ) 31 w» 6 r2 equivs O O . NM ' h. ______, .1 OH “"2 2 cm 215/4!» 3 C0“ OVKaAf/wa, AWL i. \ 0V. 0M1” OZNQ—Br OJN~ 0H/ + pfogquiv) Q- [ 4- Nagy Br CnC r , i- Q—o—Q fL—HE» Ala IQ)ng Wadbél/Q’ 6. (10) Describé how you would distinguish between D—Ribose and D —-Xylose? Show using reactions. CHO CHO mfg: Jag“ MW Ma 1:0 Cm HCHSCISIH HCHSSH 922% $04 or} + OH D-Ribose D-Xylose C“? 0” C H20 1/ 20 ’4 #20 N U 0 N H L/ o u 4 0 fit (J H20” Ofit M05341? awét’e 0r (4M on! ('2?— 710 / ca CGCTAOICY/t‘c aci¢&, 8. (10 )Starting with phenol and alcohols of four carbons or fewer as the only carbon sources,show the synthesis of: 4 0M O t'Ml L063 ' > ’ t-Bu \ / >< ...
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This note was uploaded on 10/12/2009 for the course CHEM 322AL taught by Professor Jung during the Spring '07 term at USC.

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322bs09_e4_key - Professor TE. Hogen-Esch Fourth Progress...

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