CHEM 2364 Organic Chem Lab Final Test v2 - Louisiana State University

CHEM 2364 Organic Chem Lab Final Test v2 For the following compounds, rank 1 to 5 (1 most acidic; 5 least acidic), and then select the compound that is number 3 in this ranking: A B C D E p-chlorob enzoic acid p-methoxyaniline hydrochloric acid ethanol phenol 2. For the following compounds, rank 1 to 5 (1 most basic; 5 least basic), and then select the compound that is number 2 in this ranking: A B C D E O2N NH2 NNa CH3O NH2 NCCH3 O CH3Na 3. Which one of the following would couple best with a diazonium salt to form an azo compound? A B C D E O NHCH3 OCCH3 O NO2 Cl 4. What is the chief hazard of chloroacetyl chloride besides being toxic? A) reducer B) lachrymator C) dye D) odorless E) carcinogen 5. Which one of the following could be used in a Cannizzaro reaction? A B C D E CCH3 CO2H O CH3CH2CH O CH3CNHCH3 O Ph3CCH O 6. Which one of the following should be disposed in the organic liquid waste? A) toluene B) sodium acetate C) 2-naphthol D) nylon E) adipic acid 7. In a percent yield calculation, the significant figures in the final answer (percent yield) depend on the smallest number of significant figures of: A) the limiting reagent only D) the product with the smallest sig figs B) the actual yield only E) both the limiting reagent and the actual yield C) the reactant with the smallest sig figs 2 8. (14 points total) Methanoic acid can be synthesized by oxidation of methanol with Na2Cr2O7/H2SO4. A) Calculate and then circle the limiting reagent in the equation below. (7 points) Show your work!!! 142.05 3 CH3OH 3 HCO2H 2 Na2SO4 + 21.966 g (actual yield) 18.000 M 103.54 g d = 0.792 g/mL 392.21 18.015 + MW 32.042 261.97 98.079 46.025 (g/mol) + 2 Na2Cr2O7 + 8 H2SO4 2 Cr2(SO4)3 + 11 H2O 22.4 mL 87.75 mL 1 pt. X 1 mol B X 32.042 g A 1 mol A X 22.4 mL A 3 mol D = 3 mol A 261.97 g B 2 mol B 103.54 g B X 3 mol D = 0.8 mol D 18.000 mol C 3 mol D X = 1 L 8 mol C X X 1 L 1000 mL 2 pts. 0.6 mol D 2 pts. 0. mol D 2 pts. X mL 0.792 g 87.75 mL B) Calculate the theoretical yield (with the correct sig. fig.) of the methanoic acid in grams. (3 points) Show ALL work for full credit!!! 0.8 mol D 46.025 g D X = 1 mol D 25. g = 25.5 g D 1/2 pt. for using moles of correct limiting reagent 1 pt. for correct number 1 pt. for sig. fig. 1/2 pt. for multiplying by mol. wt. of prod. C) Calculate the percent yield (with the correct sig. fig.) of the methanoic acid. (4 points) Show ALL work for full credit!!! 21.966 g X = theaocrteutaiclaylieylideld X 100% = 25. g 100% 86.% = 86.2% 1 pt. for calculation 2 pts. for correct number 1 pt. for sig. fig. 9. BONUS: Fill in the boxes with the correct chemical structures showing the correct stereochemistry and CIRCLE the appropriate compound from the set given (16 pts) NO CIRCLE, NO REDIT, NO SERVICE! Polymer 1) KMnO4, NaOH (aq) (excess)  O O 2) HCl(aq) excess) 3) HO(CH2)8OH (1 mole) , H+,  H2O, H3O, heat