hexane was in its maximum because it has a lower bp while toluene had a low amount extracted. 1/49 will be the smallest number which means the sodium benzoate is the most polar and the least soluble in organic layer (what we thought), 40/10 is the largest number and the most soluble in the organic layer (what we thought for benzoic acid), and succinic acid is the middle one (with a value in the middle). All reactions will be carried out in anhydrous conditions. Has little or no correlation. The sublimation apparatus involve a vacuum attach to a filter flask, where we fill a centrifuge tube with ice or cold finger and heating apparatus with a sand bath. Compared to HCl, all the dyes are basic. Tea leaves have tannic acids which are soluble in water like caffeine. The reaction product, NaBr, was separated in the aqueous layer during the reaction workup. how do know witch layer is water and methylene chloride? I've looked through the literature (Google Scholar, SciFinder, etc. Just to specify, in our lab, we were missing Methyl red and Bromo purple. Please be specific in your explanation (hint: your explanation should focus on polarity and intermolecular forces). Because the volume of methylene chloride and water was the same, the distribution coefficient can be calculated by dividing the weight of solute in methylene chloride by the weight of solute in water. The spot should be the propyl bromide because it wasn't near the 4-methoxyphenol nor did it have a similar Rf value. Methyl orange and Bromo blue were the closest. How is caffeine separated from impurities during the sublimation procedure?In other words, describe what occurs in the sublimation apparatus -where is the caffeine at the end of the process, where are the impurities at the end of the process, and why? Which in water? Yahoo is part of Verizon Media. What is the role of sodium bicarbonate in this reaction? In methylene chloride, these interactions give way to generalized hydrophobic interactions of the nonpolar dichloromethane with hydrophobic parts of the molecule such as methyl. The CaCO3 will cleave the ester bonds and make it polar so that it stays in the aqueous phase. The substance would become closer to its original for with each redistillation. 4. a) Was there a significant difference in the two K, Yes, a pretty big difference in fact. Because of Na+ ion charge, it is attracted to the opposite negative Br- molecule from the (C4H9)4Br¬¬¬N and formed a bond. Why? - Definition, Examples & Reactions, Redox (Oxidation-Reduction) Reactions: Definitions and Examples, What is Molar Mass? The relative peak areas are consistent with the expected product distribution for the dehydration of 2-methylcyclohexanol. : Full references for the experimental procedure(s) in the following format: 1. Our experts can answer your tough homework and study questions. Based on the answers to parts (a)-(d) and Question 1 from the Partition Coefficient Part A lab report, predict whether benzoic acid will be more or less soluble in water than 9-fluorenone. Is stable in air. Expt 4B: Which piece of laboratory glassware did you find to be more efficient for the solvent extraction procedure, and why? Are the relative peak areas consistent with the expected product distribution for the dehydration of 2-methylcyclohexanol (Question 3)? Obviously it's not very soluble at all, but I'm looking to do a salt metathesis that depends on it being very insoluble. The most polar should be most soluble in water and the least polar should be the most soluble in methylene chloride. Obviously it's not very soluble at all, but I'm looking to do a salt metathesis that depends on it being very insoluble. HINT: What reactant was used in excess (in other words, it was NOT the limiting reactant). Powered by Invision Community. Another theoretical plate was added; simple distillation is only 1-2 plates. The slight difference is because benzoic acid is more soluble in the 10% sodium bicarbonate and dissolve more than it did in water in part A.
Discuss briefly any sources of error that may impact significantly your experimental results and partition coefficient calculation. b) we found a high correlation (r=1.19) between, The graph below plots the values of y for different values of x: Plot the ordered pairs 1, 3 and 2, 4 and 3, 9 and 4, 7 and 5, 2 and 6,18 Which correlation coefficient best matches the data plotted on the graph? The correlation between variables must be an x-value of a point on the graph. Because hexane had a lower bp, I expected that, in the 1st fraction, more of it would be extracted. It is a widely used food pickling agent, with an E number of E211. 1 mg of sodium benzoate was recovered from the methylene chloride layer
Anyway, just wondering if anyone has any direct experience with this. Calculate the distribution coefficients for each compound, given the following results:
It will deprotonates the phenolic OH of tannins, rendering these compounds anionic and hence highly soluble in water but with a low solubility in the methylene chloride. tensor9, June 21, 2013 in Organic Chemistry. Expt 3B: On a gas chromatogram, what do the peak areas represent? observations, each drawn from a common normal distribution with mean zero. Kd is the distribution coefficient. All other trademarks and copyrights are the property of their respective owners. At the beginning, fraction 1 was extracted at a low temp. i. the t-distribution is symmetric ii. Why are the compounds soluble in the solvents you chose? A randomly selected value of W must, When the following molecular equation is balanced using the smallest possible integer coefficients, the values of these coefficients are: phosphorus (P4) (s) + chlorine (g)----> phosphorus trichloride (l), Let T1,T2,…,Tn be i.i.d. Explain how you made your assignments and what physical property determines the order of elution(which component elutes first, which component elutes last, and why?). What are intermolecular forces in the nonpolar regions of benzoic acids? I assume you have done an experiment in which you weighed 0.050 g benzoic acid, for example, then determined how much was in the water and how much was in the methylene chloride. A substance dissolves another substance if it has similar molecular interactions. Looks close to + 1.00. Find out more about how we use your information in our Privacy Policy and Cookie Policy. no, it would not be feasible because the caffeine wouldn't mix well in moderately polar substances like methylene chloride. It allowed me to understand that, in the 1st fraction, the temp did not reach the bp of toluene. It also has a tertiary carbocation which more stable than the secondary. toluene would have become more purified due to its high bp. Sodium benzoate should be the most polar and I think (but you had better check me out on this) succinic acid should be next with benzoic acid (although polar) bringing up the rear. Is sodium benzoate more soluble in water or methylene chloride? Consult the IR spectrum of 4-methoxyphenol included below, on page 6. Sciences, Culinary Arts and Personal This preview shows page 3 - 4 out of 4 pages. 1-methylcyclohexene is expected to be formed in greater amount because it is more stable due to its highly substituted form. Kd = mass in organic layer/mass in water layer,
It might also affect our Kp since we wouldn't have known how much 9-fluorenone dissolved in the water. The one on top was the 1-methoxy while the bottom one was the 4-methoxyphenol standard. You need to be a member in order to leave a comment. Hint: see Question 3. Create your account. What compound is less polar, 4-methoxyphenol or 1-methoxy-4-propoxybenzene? What was the purpose of washing product-ether solution 1 with 5% sodium hydroxide solution? There could have been air bubbles when I was using the volumetric pipet which means that I could have to transfer less than 1 ml. Explain why the solubility properties of the organic starting material change upon conversion to the product. The more compounds will interact more with the polar tlc plate and traveled less. Figure 4.55: Aqueous solubility data for salicylic acid and sodium salicylate (Ref 4). Because of its non-polarity, it ends up on the top organic layer. Why or why not? Based on the observed, Which of the following statements is true about the t-distribution with k degrees of freedom? After dissolving in the separatory funnel, addition of sodiumhydroxide de-protonates benzoic acid and the resulting sodium benzoate and water are formedas in the reaction shown below. It starts as a nonpolar molecule and insoluble in the reactant but ends up polar and soluble in the aqueous phase. Then do the same thing for succinic acid and sodium benzoate. c. 6 mg of succinic acid were isolated from the methylene chloride layer. Hexane was assigned the first peak because it has a lower bp. Of course, the best way to find out failing reliable data searches would be to try and dissolve some, filter off the solution and see how much NaCl you have left or evaoprate the DCM and see how much NaCl was dissolved (the latter might be easier). Modifications for Expts 4A and 4B: Partition Coefficient Part B and Solvent Extraction. ), and I simply cannot find hard data on this, which is frustrating. The NaSO4 reacts with water molecules, so it doesn't affect the final results of the experiment. Comment on the relative solubilities of the organic reactant and product in the diethyl ether phase vs the aqueous phase. Correlation implies causation. Are the GC data reported in part (b) consistent with your expectations as stated in part (a)? A. The new drying procedure creates a less accurate product yield to the theoretical yield that we calculate in the beginning. Was there a significant difference in the two Kp values? The two dyes present in my unknown dye solution #1 were Methyl orange and bromophenol blue. Will 9-fluorenone be more soluble in methylene chloride or water? Is there a correlation between the values of the distribution coefficients and the polarities of the three compounds? To enable Verizon Media and our partners to process your personal data select 'I agree', or select 'Manage settings' for more information and to manage your choices. Note that the assignment of protons e and f is given. The expected value of W is 2.8. When you have the Kd for each of them, them make a correlation, if there is one, between the Kd you found and the polarity of the three compounds.