CHE201B - Quiz 3 - 82 lBJ’BIZi"QBVJE 12:35...

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Unformatted text preview: 82 lBJ’BIZi-"QBVJE: 12:35 716881?7EB DYDU‘JILLE GEN. UFC. F’QGE Chemistry 201 Quiz Three A October 26, 2006 Name I i€>z l. Designate the configuration of the following molecules either R or S and showyaur work (4 pts). 0 0%: we D X 0 9112011 143$ 9H3 . u w; & , ‘ ’3‘- .—-. __‘—:‘ “I I: M‘CH H .3 VC‘QOH HO Cl: (i H HzC—C, $ H (”3 r C Wt; L l , H 0 CECI—I 0 who}; i) \ C) ’ mud“ dialymjé WW/M 01410;— ‘~ 2. The specific rotation of (S)-2-iodohuta.ne is +1590”. A) Predict the rotation of (R)—2-iodobutane (1 pt). “/5” 570 B) Determine the percentage composition of (R)- and (S)a2—iodobutane with a specific rotation of —9.54° (2 pts). C) What would be the specific: rotation of this mixture if it were an equal mixture of both enantiomers (1 pt). fl 7.» L a » C155"? M 1/00 I? at a _ u, - ,5 ‘70 CH3CH2'CE“] W h w 7 CH3 . (S )-2—Iodobutane 37C; / K J 0 Z is 3. An aqueous solution of a pure stereoisomer was prepared by dissolving 5g of the stereoisomcr in 10 mL of Water. The observed rotation of the stereoisomer is —30.0° in a 2.0-dm tube at 589.6 nm (the sodium D line) and 25°C. What: do you calculate it’s [a] to be at this temperature (3 pts)? 0" _ 30 U '5» _. -‘ a 2-7 ,,_/_-—~~—-~ » ,, 34% ° PAGE E3 D'VULJVILLE GEN. DFC. lB,"'[email protected],’2E186 12:35 7168817?8E1 4. For the structure shown below, D--(+)-erytl1rose, draw all of its possible stereoisomers and give the stereomeric relationship between each of the isomer. Use Fischer Projections (5 pts). CD CD ' ® 0 o o ‘3 fiat- 4: (I I( (I _ _1h- _, ‘- c ._ H . a W H H (. $H (PH CHQOHH (3,” > ’ 0 H OH OH H D H ' H D—(+)-Erythr0se #0 r-t ( ,+ 6H CH0? (5H 1‘ Ct(,1th CNN” 0H). 0H EC 7E fl 3: @ >14. it (up; gwjm’flfl (:4 fl, (yam .1 I (.tWi-fl fl 1. C14“- 5. Provide the major organic product of the reaction below, and a detailed, stepwise mechanism Whic (MW/w g 715 +19: accounts for its formation (3 pts). 5m I /\ w (1/ CH301-1 ‘d {b heat |ICH2CH3 - ‘ ' ' l _ - a * algal outta/14% ELM . I :1 I /"\}H ) = . g o Av *4” K/‘tr— " ' ' ' 2m CH; (#3 L 65 6. Provide the major organic product of the reaction below, and a detailed, stepwise mechanism which accounts for its formation (3 pts). ‘ CL n /‘ ‘ . /_ - ‘ fl ' V ”Na/2 M3 ”'6 (5 W} ...
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