322bsu09_plq3

322bsu09_plq3 - CHEMISTRY 322bL/3255L 4gz11β€˜297β€˜2909...

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Unformatted text preview: CHEMISTRY 322bL/3255L 4gz11β€˜297β€˜2909 S?Rffl6~%098β€” f D FractalΒ». flmβ€˜ 9r gage: LAB ouxz _ foLMMer 2009 MM BY Raga NAME Lab time T.A. TOT L (35) This test comprises this page, four numbered pages, and a graph. - 1 - l. (10) p-Nitroaniline, p-OZN-C6H4-NH2 (PNA), was made from aniline, Ph-NHZ, via acetanilide, Phβ€”NH -Ac, and n-OZN-C6H4β€”NHβ€”Ac. (b)(3) Recall that the acetylati n of Ph-NH2 was done by mixing Aczo into an aq soln of Ph-NH3 before "free-basing" it. Given that the halfβ€”life (t%) of ACZO in water is 240 sec, calculate how much time you have to add base so that only 10% of the Aczo has hydrolyzed. Useful formula: tm/tn = (1n m)/(ln n), where m an are the fractions remaining. (c)(3) Using <15 words explain why hydrolyzing p-nitroacetanilide with refluxing 6 M aq HCl, bp ~ 108Β°, is superior to using either weaker or stronger aq HCl. Considering both conven- ience and speed of reaction. (d)(2) 2β€”Naphthol, C10H7-OH, has pKa ~ 10. Its anion is the main reactive form in diazonium coupling at pH >6. Explain why even if Ph-N2 were not deactivated at high pH, it would pointless to operate at pH >11. Refer to the 2-N anion frac- tion at pH = 11. Recall log10([Aβ€˜]/[HA]) = pH β€” pKa. -labeled N is treated with excess unlabeled Ph~NH~NH2, most of the 15N is found in the NH3: CHalsN-NHPh CH=Nβ€”NHPh + 2HprLM1β€”β€”a + 1%m3+pmm2+rho CH~OH 3. (6) For the triazole prep in W/iβ€”PrOH, Dissolution Step 1 Step 2 k - k k dissoln 1 2 Gβ€˜posolid w GPOin soln β€œTCβ€”β€” IM "β€˜β€œ""" P -1 , GPO dissolved completeβ€” The IM disappeared over a period of 20 - 30 minutes. The IM's formation rate depends on [GPO- 1n soinJ and on the cone of another snhstange. Write an expression for the rate of formation of the IM; ignore k, 0 give the IM. 1 - Referring to iven in (a), would this change grad cyl as a polarimeter tube, the following formula applies: [a] = 12.5{aobsd/(gOAC)}. obsd = +10.0Β°. Assume the only OAC is aβ€”GPA, [a] - +100Β°. Rearrange the formula, then calculate the mags of a-GPA in this portion. (2)(2) On addition of cone H to +36Β°. mere, calculate the total GPA mass and then the fr a-GPA before acidification. path calculation including us action of Full credit only for a minimum e of the result of (1) above. -GPA fraction would be less / (nearly) the same / <5%, compared to starting with a-glucose stock aβ€”glucose are those of the ulti Interpret the following: water solubility at 25Β° solid phase and define t mately stable system. β€œAnhydrous a-D-Glucose, [a] = +53Β°, = 52.7 wt %? Be specific about the he nature of the glucose in solution. glucose, stating what Take [aleq = 52Β°. = 12.5 (aobsd/mass), for this. 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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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322bsu09_plq3 - CHEMISTRY 322bL/3255L 4gz11β€˜297β€˜2909...

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