Please, I need help to do question 1 for the post-Lab questions These is my values obtained in the laboratory :volume of cyclohexanol = 7.39mL ; mass of cyclohexanol = 7.112 gmass of cyclohexanone obtained = 1.535 gThymol blue = 3 dropsvolume of Sodium Bisulfite = 1mLvolume NaOH used = 20mL Continuation of the procedure 2- Place 0.0700 mol (How many mL would this be?) of cyclohexanol into the RB flask. To it add 6.00 mL of glacial acetic acid.3- Turn on the stirrer slowly (not the heater!). Make sure the stir bar will not hit the tip of the thermometer. Add 82 mL of a 8.25 % w/w bleach solution (NaOCl (aq)) into the separatory funnel and slowly drip the bleach into the solution at such a rate that the temperature stays between 40-50 °C. The reaction is exothermic and you do not need to heat this reaction with the hot plate. However, do not allow the temperature to go below 40°C as the oxidation would be incomplete.4- After all of the bleach has been added and the temperature starts to cool, stir for 15 minutes, then test the solution with starch iodide paper for excess bleach: This is done by first moistening the starch iodide paper with water, then bringing a drop of the solution (from the EXPERIMENT 4: OXIDATION OF CYCLOHEXANOL TO CYCLOHEXANONE 43lower layer) with a glass stirring rod and touching it to the test paper. The paper should turnblack, showing presence of unreacted bleach. Because the exact concentration of hypochloritein the bleach solution depends upon its age, it is necessary to make sure that you have an excessof hypochlorite to generate the hypochlorous acid, thus ensuring that the cyclohexanol has beenfully oxidized. If the test shows that excess bleach is not present you must add 10 mL of bleachand carry the reaction out 5 minutes longer. Test again with starch iodide paper to check thatexcess bleach is indeed present. If necessary, add more bleach and run the reaction longer.Repeat this step as necessary until the starch iodide test is positive (test paper turns black).5. After the reaction is completed, the excess hypochlorous acid must be decomposed with a fewmL of a saturated sodium bisulfite solution. Add enough sodium bisulfite until the starchiodide test is negative (test paper does not turn black). A few mL may be needed.6. To neutralize the acetic acid to avoid co-distillation with the cyclohexanone, place a few dropsof thymol blue indicator in the reaction flask and add enough 6 M NaOH solution (about 15-20mL) until the solution is neutral as indicated by its blue color.7. Modify your apparatus to do a simple steam distillation by attaching a distillation head,thermometer adapter, thermometer and West condenser to the center opening of the reactionflask. Add a couple of boiling chips. Stopper the two side openings with ground glassstoppers. Replace the magnetic stirrer with a heating mantle connected to a Variac. Attachrubber hoses to the condenser. (No floods please!) Have your instructor check your setupbefore you begin the distillation! Distill over about 50 mL of the solution.Thermometer Adaptor-Distillation HeadSide Openings Stopperedwith Glass StoppersHeating MantleIron RingBlue ClipH₂O INfrom Tap/H₂OOUT to drainHeating Mantle plugged into VariacsWest Condenserclamped toanother ring standfor support 44EXPERIMENT 4: OXIDATION OF CYCLOHEXANOL TO CYCLOHEXANONE8.Place the distillate into a separatory funnel and add 50 mL of saturated NaCl solution to “saltout" the organic phase. (Cyclohexanone is fairly soluble in water. The presence of salt willmake it less soluble.) Shake the mixture in the separatory funnel to dissolve the salt andthoroughly mix the heterogeneous mixture. Next, carefully separate the top product layer fromthe more voluminous bottom layer. This is best done by draining off the lower aqueous layerand then transferring the remaining organic layer, with a Pasteur pipet, into a pre-weighed vial.Determine the mass of the product and calculate the % yield.9. To your product add a small amount of anhydrous MgSO4 or CaCl2 pellets as a drying agent.Stir to mix and let it sit for about 5 minutes. Take one drop for an IR spectrum and take threedrops to measure the refractive index. Turn in the rest of your product in a labeled vial to yourinstructor. Refer to page 23 to see what must be included on the label.The IR spectrum must be fully analyzed: Label the major peaks with wavenumbers & explanations ofwhat they are due to (e.g. O-H stretch). Unreacted cyclohexanol, acetic acid and water would be themajor impurities. Take this into account as you analyze your IR spectrum. You can obtain IR spectraof cyclohexanol and acetic acid from the Internet to include in your lab report for comparison. Be sureto include in your lab report a discussion of and conclusions drawn from the comparison, and why youmeasured the refractive index of your product.Post-Lab Questions: (Remember to answer in full sentences & always explain your answer.)1. You were to use 6.0 mL of glacial acetic acid. How many moles of acetic acid would that be?Show your calculations carefully.2. You were to use 82 mL of bleach. Assuming the bleach was indeed 8.25 % w/w NaOCI,(equivalent to 1.24 M NaOC1), and there was sufficient acetic acid to convert all of it to HOCI,how many moles of HOCI did you use? Show your calculations carefully.3. Which was the limiting reactant in your oxidation of cyclohexanol? Explain clearly, showingany calculations necessary to lead you to your conclusion.4. As stated in the procedure, the most likely impurities are unreacted cyclohexanol, acetic acidand water. How would you tell from the IR spectrum whether any or all of these impurities arepresent in your final product? Explain carefully.5. What purpose does the acetic acid serve in this oxidation reaction? Be specific.6. Why was it important to neutralize the acetic acid before performing the steam distillation? Bespecific.7. Write a chemical equation using structural formulas to show what happened to the acetic acidwhen aqueous NaOH was added.

To calculate the number of moles of acetic acid present in 6.0 mL of glacial acetic acid.

Answered: 1. You were to use 6.0 mL of glacial…

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...