Jualitative Analysis ~ Qualitative Unknowns Winter/Spring 2020 Chemistry 242 Lab LAB 4: QUALITATIVE ANALYSIS — QUALITATIVE UNKNOWNS Name__Lauren Wit) Section_BA ‘Your answers to each question should be self-contained and should not require the grader to flip between pages to confirm your answer. Order of report pages — 1 packet for your solid and | packet for your liquid: 1-2: worksheet pages 3: NMR printout of your spectroscopy unknown 4: IR spectra of your spectroscopy unknown 5. lotebook pages 1. (6 pts) On your NMR spectrum do the following: Draw the structure of your product. Label all peaks, including the solvent and TMS, with which H atom(s) in which compound that peak corresponds to. 2. (6 pts) On each IR spectrum, draw the structure of the compound and label peaks that correspond to any of the following bonds: C-H, O-H/N-H, C=O, C=C/C=C 3. (4 pts) Unknown codename (OQSP Structure: sa ae = ety) phenylacetase For questions 4-7 below, be BRIEF e.g. “Tollens test - positive, aldehyde present” 4. (4 pts) Was your compound soluble inthe following aqueous Solutions? How are those results consistent or inconsistent with your structure above? (do NOT write full sentences) Purewater: soluble ~ not a small polar molecule tnegasive) HT HCI solution: insotuole — nod AH Gee (negasve) NaHCOs solution: ins 01 ucbl NaOH solution: insoluble - nod aw pheno\ Cnegatve) 5, (3 pts) What were the results for the following tests? How are those results consistent or inconsistent with your structure above? (do NOT write full sentences) DNP: no precipitose > negative test no aldehyde or Ketone, Beilstein: rougnish Flame > negative te5t, No Walogen Ignition: SOO flame positive rest ,\ow W content >wentene ring 7 | e- not a carboxyiic acid (negarve> |Chemistry 242 Lab 4: Qualitative Analysis ~ Qualitative Unknowns Winter/Spring 2020 Structure: a | 6G pts). What supplemental chemical tests did you do and what were the results? How are those results consistent or inconsistent with your structure above? (do NOT write full sentences) \s Ferric Hydroxamas® Tess for Ester - positive, red Color confrrned ester ¥ for Pp , o oubbl 2. Sodium Bicarbonate Test for Carboxylic Acid cnegative sna ¥ a Mak he FuncHoral group WAI Wot a carboxylic conPrmed War oie suggested © possible Carboxylic acicl 86 | van Anis contro! to cee if | gor a False wegative on tne Solubility test 7(S pts) What derivative did you make? What were both the literature and experimental melting points for the derivative? How are those results consistent or inconsistent with your structure above? (do NOT write fall sentences) "saponified carboxy ° ° Derivative class (e.g. oxime) ©" acid Lit. mp_7@ °C Exp.mp_11°C 2. 3S dinitrobenzoate 93°C 9d . 3.5 dinitrobenz0a+e _ 43°C adeee These r@ults are consistent With my Structure od tne mps. of my oterivasives were +/-@°c awa From the literature vorues. 8. (3 pts) If you listed any data above that was not consistent, what did you do to come to a conclusion My IR aid not show castinct peats for wwe wenzene ring, os kere was no C=C pea. However, | Woorea at the results from my ignition 425+ and My NMR, and oor pomted owards the presence of A benzene IG which allowest the to iolentity my unicnown os diHonally my IR could Nave Ethy! phenylacetate, Fd yimy - Sul a a Y cartoo xylte ai sonic contradiet et a - (ced “or yest resus - 70 ensure that Oar, coe atid, | van 0 supplemental cee Bicarbonate test AS A Control Report [34 Notebook J6 mith come batk negaHve ond 18 confirmed the identity of my Uaninown =SpinWorks 4: WASP NMR ist DRAFT. 8 aromatic 88/8 Ho. SI Ae singlet BSE \I — szo0 SHs Hs 2Hs aus gxs S*B Bas Bx T T T T T T T T T T T T T PPM 12.0 11.0 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 file: ..ads\UnknownLiquidNMRFirstDraft.jdx expt: undefined transmitter freq.: 58.574518 MHz time domain size: 8192 points width: 833.33 Hz = 14.2269 ppm = 0.101725 H2/pt freq. of 0 ppm: 58.574166 MHz processed size: 16384 complex points LB: 0.100 GF: 0.0000 Hz/em: 33.333 ppm/cm: 0.56908WASP nd alkyl group?