quiz3key_000 - Quiz 3 3343 Summer 2010 Name ——_—...

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Unformatted text preview: Quiz 3 3343 Summer 2010 Name ——_—_._____________ 1. (8pts) The dihydroxylation lab that you performed was altered in the following way to obtain GC data: “After the reaction is complete, use a separatory funnel to abstract the 1,2- cyclohexanediol with 4 extractions using 1-butanol. Combine the 1-butanol extractions, dry with magnesium sulfate, and filter. Inject a 0.5 uL sample of the extraction solution onto the GC A. A giant peak comes out of the GC at a low retention time. What is the most likely identity of the compound that produces this peak? - r l r hula 14.0 | B. What are the stereochernical relationships between these products: same, enantiomer, diastereomer, or no relationship? OH 0“Neal OH “NOH : "WOH : ~OH : :OH : “II/OH compound A compound B compound C compound D Compound A and B LM’l'l’co-a/l/LST‘S Compound A and C ‘5] ‘qs‘lg‘iEOfl/itfi'fis Compound B and C cl ‘ *3 filgg‘g met-5 Compound C and D 5m {-5 C. If the reaction produced all possible dihydroxylated products, how many peaks do you expect to see in your GC? Explain. {363M453 H Eon-1 +r0-‘A9f'5 moi sepamfi’df fic D. Can you get any information from GC data that you couldn’t get from TLC that would make it worth the extra work of this procedure? 755] ClifihlpriifiL/‘l’tfi’t/l +1 2. (3pts) Rather than using GC, a student tried to get the product distribution of 2-methy1-1- butene and 2-methyl-2-butene by separating them by distillation, then getting a mass of each compound. The fractional distillation worked better than a simple distillation, but neither worked well to get the product distribution data. Explain. mug is gay we 01W 55. Mm min +0 Olo‘i'Or‘W’l IMG_9585 ole @Oh front-em 3. (3 pts) Refer to the drawing: What is missing here? ‘li/tfpflQOlW 9+8;— jflrllows [Orcfifisueé' “to ezvalizfrldf‘ej Mom/:3 Pref/55$ Why is this important? Which flask contains the more purified substance? (left or right?) 4. (2pts) What is meant by a theoretical plate, and which has the least: GC, fractional distillation, or simple distillation? ® Dnelsj aé-Dflof‘fl‘l’rm, Hr :6 the Wager/«f0; pwfl£éflli7flm gully bead“? J +145 {lit/mm? Oi: VflpOPIE—a‘l'tfl"? /W(i€i"é'5e‘|7ow cyciéé. Q9 msimple (lislcllaiim 5. (4pts) Label these statements as “true” or “false” by writing the whole word. [:5 l 5. [3. Under a definite set of experimental/conditions,-a_compound always travels through GC column in a fixed amount of time, called t"e resp/ e fac’g? will‘d 9 In GC, the stationary phase consists of a non-volatile liquid, usually a polymer, with a high boiling point. l F U E GC is more limited than TLC in the sense that one is generally unable to analyze solid compounds by GC, whereas solid samples can be analyzed by TLC. po‘ l S 6 In GC, the identity of a compound can be determined directly from the retention time even if no authentic sample is available. ...
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quiz3key_000 - Quiz 3 3343 Summer 2010 Name ——_—...

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