MidtermSpring1997

MidtermSpring1997 - [.5 CHEM 2364/2463 Midterm Exam 2/26/97...

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Unformatted text preview: [.5 CHEM 2364/2463 Midterm Exam 2/26/97 'Dr. Weingarten Print your name___'_ _______________________________ __ int your TA‘s name _______ ______._______._ _______ ___m. '3’, 1. What is the proper disposal method for: a. 10ml 10% NaOH solution b. a broken beaker c. 15ml of 50/50 methanol/methylene chloride solution d. any piece of weighing paper e. all parts of a broken thermometer 2. Match these chemicals or reagents with the one hazard most likely to be associated with their laboratory use. ___sulfuric acid a. carcinogenic ___ethanol b. flammable ____.nitric acid c. metabolic poison * ___iodine d. corrosive ** ___cyclohexen'e ___2,4-Dinitrophenylhydrazine reagent ___hydrazine ___potassium hydroxide carbon tetrachloride Jones reagent “4' A metabolic poison acts by interfering with a vital biochemical function and is usually referred to in the laboratory as toxic. ** A corrosive poison acts by destroying tissue. CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten I'I'int your name___d- _______________________________ __ nt your TA‘s name _____ _________. _______ _________._____ \—r 3. Group the solvents methyl ethyl ketone, ethyl acetate, carbon tetrachloride. acetic acid, benzene and ethanol as: golar intermediate non—polar imagine yourself as a TA during the t-butyl chloride synthesis experiment. One of your students is swirling a mixture of t—butyl alcohol and hydrochloric acid and vents the separatory funnel while not fully inverted and some of the contents sprays in the face of a neighbor. What is your best course of action? CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Drim; your- name___-_ ____________ _; _________________ __ int your TA's name _______ _____ ________________ _______ p 5. Compound A, C:ng 1Br, a cyclic, chiral alkyl halide, on heating with strong base yielded, according to HPLC analysis, a mixture of two components. The two components were shown by Mass spec. analysis to be isomers B and C, (C5H1o). Compound B was chiral while compound C was achiral. Both 8 and C gave a positive test with Br-z in carbon tetrachloride. Draw plausible structures for A, B and C. (Note: There is more than one correct answer i) {,7 g‘ a E 5-: F t. lr. L 5‘ E 3'. CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name____-_ ______________________ _.___.____.____ 'nt your TA's name _____ ____ _____________________ _..__ \J 6. You are using TLC to follow the formation of cyclohexene from cyclohexanol. You have prepared four TLC plates, a standard and three plates from samples taken at various time intervals during the reaction. a. Place the three plates, A, B and C in the correct time sequence, 1, 2 and 3 b. Describe some additional information which might be deduced from plates A. and B. solvent front i E f cgclohe ens o l l cgclohex ml 0 start ---- —- standard A CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name____-_ _______________________________ __ ' int your TA's name ______________________________ __ 7. a. Estimate the percent composition of compound B in the vapor above a solution of 70% A and 30% B. b. Estimate the boiling point of the liquid at 70% A afld 30% 3- NOTE: Use a straight edge of some kind and make your estimates as accurate as you can. E i E E g E E I 100 75 50 25 0 £5 E g E CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name____-____.__...__._ ______________________ __ ‘ int your TA's name_____________.__.__.______..__.__________ \ . v 8. What qualitative analytical test(s) would give positive results with these four moiecules? If a molecule would give no positive test write "none". CH20H3 0H BI“ CH2CH3 CH? ' CH=O CHzcl CHEM 2364/2463 Midterm Exam 2/26l97 Dr. Weingarten Print your name_____-. ________________ ____ ____________ ___ at your TA's name__-___________..____._....____...__.__.__._ \J 9. a. Give the IUPAC name for the following structure: H H :0 =05 CH3 -CH2 CHa-COOCHE. b. Draw the structure consistent with 3-ethyi—N,N-dimethylaniiine. t WM!" CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name..___-_ ___________________________ ___._____ 'nt your TA's name _____ _,______.___ _________________ __ \_. 10. Describe how you would separate five grams of a mixture of the following two compounds into its pure components: H 0 Ill-GHona - -CH20H3 A44 4A_.._........_m. ._._.__.._...._,.“ E CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name__.__..______..____,_______.__....___________.__ 3at your TA‘s name_______________.___._________.__..______.. 11. You are given three unknowns A. B and C which yielded the following test results in the Qualitative Analysis of Functional Groups (P = positive, N = negative). Which of the seven molecules drawn below the test grid are A. B and C? Circle and label your answers. Nal 4*. ___._.....m..........l. mm... PM... mummy-MW w E e mmrmmrwr‘mmmlwl"mmwwnmmmmmnmmwamnmmtwrm'mmill ‘ mum "m7 ‘I‘r-h “ mm W ‘ ‘ ‘4‘ ‘ ‘ g CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name____- ____________________________ __ at your TA's name ____________________________ ___._ 12. In a recent experiment you carried out the reaction shown. Calculate the theoretical yield (in grams) and the percent actual yield of the t—butyl chloride using the data below. Show your work! (EH3 _ 9H3 CHa-(it—OH + HCl -——v CHa—(lJ—Cl + H20 CH3 CHs 47.7 ml excess 38.5 ml A (density 0.789) (density 0.842) (actual yield) 10 CHEM 2364/2463 Midterm Exam 2/26/97 Dr. Weingarten Print your name____- _______________________________ __ "nt your TA's name ____________________________ _.____ 13. a. Place these carbocations in order of decreasing stability (No. 1 most stable) CH3 0‘ CH3 H + CH3 Qé‘i‘ ’ Qé‘? v CHa ++ I CH2 20H 9 Oé“? CH3 CH3 H GHQ A B C D E a. ABECD b. BAECD c. EBACD d. EABDC e. EABCD E g i; r; E: b. What is the order of decreasing acidity of these acids? (strongest No. 1) UHZ'H OO-H Oo-H EC‘H A B C D E a. CDBEA b. DCBEA C. DCEAB d. DECBA e. CBDEA 11 2/26/97 Dr. Weingarten CHEM 2364/2463 Midterm Exam Print your name ____________________ ____ ________ .._.__.. ‘nt your TA's name _______ ___ _____________________ __ “51‘ 14. Draw a comprehensive arrow pushing mechanism for the conversion of t-butyl alcohol to t-butyl chloride. indicate what type of reaction it is and list the various characteristics or features of this type of reaction. 12 2/26/97 Dr. Weingarten CHEM 2364/2463 Midterm Exam Print your name_____- _______________________________ __ ._nt your TA‘s name ________________ _______ _________ __ \__ 15. Propose a synthesis for acetanilide starting with nitrobenzene and acetic acid. NHCOCH3 Acetaniiide 13 i i E g E E i I E w ‘ CHEM 2364/2463 Midterm Exam 2/26/97 'Dr. Weingarten Print your name__..e-. ___________________________ _____.- '\__, 16. int your TA's name _______ ____ ____ ___.. ___________ _____ A teaching assistant was preparing unknowns for a laboratory experiment and was working from a supply of several bottles of acetaminophen and several bottles of acetylsalicylic acid. He noticed that one of the bottles had lost it's label. How might he determine which compound the unlabeled bottle contained using HPLC? 14 CHEM 2364/2463 Midterm Exam 2/26/97 ‘nr. Weingarten Print your name__.._._-_ ______ _____ ______________________ __ 'nt your TA's name _________ ___ ______ __._.___________2__ 17. In our thin layer chromatography (TLC) experiment we learned a simple and fast method of analysis. Describe the TLC experimental procedure in enough detail so that someone else could use your description to carry out the experiment. (You may omit the names of the test chemicals but do include any safety information. YOu may use drawings as well as words to make your description clear.) i i i 15 ...
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This note was uploaded on 09/22/2008 for the course CHEM 2364 taught by Professor Davila during the Summer '08 term at LSU.

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MidtermSpring1997 - [.5 CHEM 2364/2463 Midterm Exam 2/26/97...

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