quiz1key_000 - f R Quiz 1 S343 Summer 2010 I.r-’"a...

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Unformatted text preview: f R,- Quiz 1 S343 Summer 2010 I .r-’ "a . l' .5: i/ 1. (3pts) A student tried to synthesize 1,2-cyclohexanediol and ended up with boric acid as a byproduct of the reaction. In an attempt to separate the 1,2—eyclohexanediol, the student performed an extraction with water and ether. It didn‘t work. Explain. 1,2—cyclohexanediol f: X+uma cell" on W I l l mi“ OH Name ("Eel/30%? Iconic crawl, lot/l will OH 611.50 pull the 0101 Ovl 07F flit? boricacid Of”- WIC lakep HO"; selflq.“5t+iatj OH ‘ / J Els i;ng tmfouf‘a'l'té's_ HO/ \OH 2. (Zpts) What is the purpose of using a drying agent like NaESOJ? :1ij agents will pet/now? 17"an WWL‘E’V YEP-Om O-f‘jomtc sole-hows. 3. (Spts) A student conducted an experiment transforming cyclohexanone into cyclohexanol. Halfway through the reaction, the student checked the progress with TLC using 2:1 hexane31ethyl acetate. She saw two spots with Rf: 0.4 and Rf = 0.6. a. Which spot is higher on the plate, Rf: 0.4 or Rf: 0.6? O; Q + l 13. Which compound, the alcohol or the ketone, is more likely to be the compound with Rf: 0.4? Explain using physical principles. ® CilCOlqcl _ ' I I . _ . Emotes Polar _l’l'l00'/lCl rleflOP/tftccélfil’w‘ TO TLC 10bit? @1151“ {41’er Hawk shorter s {mag e. If she wanted to move the spots just a little further up on the plate, which solvent should she use: 100% heggapes, 3:1 hexanes:BtOAc, 1:1 hex:EtOAc, 1:3 hex: Ethc, or 100% EtOAc? 421', [it ltExIEtO/lc 0-4" {£3 ltfx‘E‘l'QAL a“; 4. (3pts) What is the problem with using too much recrystallizng solvent? What is the problem with using too little recrystallizing solvent? .‘_1_‘—' + l5 10—0 m-auoli golU'ei-ll’ wlll Garqu l’lie Compact/tel “l’O foo Soluldle marl idol {‘6’ CV-eylsfllleg (or fulfils/l7 Intacfywlallqfi> l’ l.5 T00 lil‘llg Sober-ll will not idly alas.ng “ll-if starlet): solml at C'Wé‘vsl lféls‘l' FL’S’C'VSWLq/llé(than) lea-,d-‘rij 7‘0 {Mfume P.,r0,;loE-,fi 5. (3pts) To determine the identity of a compound using melting points, a student thought it might be just as effective to make a sample of the unknown and a separate sample of the authentic and watch them melt right next to each other, rather than going through the hassle of making a mixed melting point sample. Is he right or wrong? Explain. trl NDlmS angelic-g +3 may lng lath/aliet/fyl-f fill/Villa? t/l’l. K" a i’l"?\>(t¢'tcl (rd/Q WIll cma Cl dlé‘Prc-"ssmi 0i even Competinqu will) SIMIIlflF 6. (2pt) Give one purpose for keeping an accurate, thorough lab notebook. _ +0 USfi3 ll 515) f‘f’lé’rf’i’lfli’ It"! “('fl-lblg Evie/ling n. (JOCJInflQlfil-ll $9? 7. (Zpts) You have 100 mL of a solution of succinic acid in water; the amount of succinic acid in the solution is estimated to be about 1.50 g. The distribution coefficient of succinic acid in ethyl acetate and water is approximately 4. Calculate the amount of acid that would be extracted into the ethyl acetate after a 50-mL extractions with ethyl acetate. Show all work. ‘: Cell’lél‘j . l [:Uufiqgrjl Ll (l‘g‘_><>:3:3‘%— ' Xe (P-~le32>< Ll: EOML ‘ {oDmL Ll * [:9le ‘ Quin/l 13:. w\ ...
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