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MidtermFall1999

MidtermFall1999 - Print your name Print your TA's name CHEM...

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Unformatted text preview: Print your name Print your TA's name CHEM 2364 Organic Laboratory Midterm Examination October 4, 1999 Dr. Tamara Nauman Dfimfiiomg: DC) N©T ©PEN Y©UR TEST UNTHL EVERYEDNE HAS A C©IPYQ Prim your mamce arid yom Tcemflmiml AoafiotarmEQS mama-e om @Wgry [gala W “W A Print your name 2 Print your TA's name ____________________.___.___————— Safety 1. (15 pts.) Describe the proper disposal method for each of the following: a. a glove used during the caffeine experiment b. aspirin dissolved in ethanol c. a test tube used for the Lucas test d. a 20 mL solution of 3 M H2504 e. a broken thermometer 2. (5 pts.) Give two reasons why dichloromethane (DCM) is a good solvent choice for use in the organic lab. 1. 2. WWW _ 4 Print your name Print your TA's name 5. (25 pts.) Describe using a flow diagram how you would separate a mixture of the following two compounds into the pure compounds. i CH3—(er12)3 OH and cry-(GHQ)3 NH2 Wall QM” _ Print your name Print your TA's name t-Bugl Chloride 9. (30 pts. total) Aspirin (acetylsalicylic acid), C9H804, is prepared by heating salicylic acid, C7H6O3, with acetic anhydride, C4H6O3. The by-product is acetic acid, C2H402. C7H6O3‘ + C4H6O3 ————’ C9H804 + C2H402 (A) (15 pts.) What is the theoretical yield (in grams) of aspirin when 600 g of ' salicylic acid and 5.00 g of acetic anhydride are used. (B) (10 pts.) What is the limiting reagent? (C) (5 pts.) If the actual yield of aspirin is 6.10 g, then What is the percent yield? (USE: C = 12.00 g/ mole, H = 1.01 g/ mole and O = 16.00 g/ mole. LABEL and SHOW ALL WORK!!!) Print your name 8 Print your TA's name Qualitative Analysis 13. (30 pts.) What qualitative analytical test(s) would give positive results with the following (if no test available for the functional group present then write NONE) {HINT: there should be 10 tests total with some repeated}. H3 - HzCl Br CH3 CH3 (RH E: / . 14. (20 pts.) Three unknowns, A, B and C, give the following results when tested with the listed qualitative analysis tests of functional groups (where P 2 positive and N = negative). Determine which structures are A, B and C. Circle the three structures and label with either A, B or C. — “- t? HZOH H c1 0 (EH3 O Hsc—C—CHZCHZOH CH3 CH3CCH2CI-12CH H2C=CH—CH2C1 WJ'W. 10 Print your name Print your TA's name Cyclohexene 17. (5 pts.) If water boils at 100°C and cyclohexene boils at 83°C, Why during the initial fractional distillation performed during the cyclohexene experiment does material boil over at 71°C? Explain. 18. (10 pts.) Give the organic product for the following reactions: H3PO4 —————————-—> H A) H3 I‘13 B) H3PO4 H3C CH3 _——‘—" CH3 OH ...
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