An organic lab book gives the following solubility data for oxalic acid (C_2H_2O
ID: 483718 • Letter: A
Question
An organic lab book gives the following solubility data for oxalic acid (C_2H_2O_4; MW = 90.03 g/mo) 9.5 g/100 mL of water 23.7 g/100 mL of ethanol 16.9 g/100 mL of ether A student has 45 g of oxalic acid in 1000 mL of water and wishes to extract it into an organic solvent for further experiments. Which solvent should the student use for the extraction? Explain your choice. Calculate the partition coefficient for your choice. Calculate the weight of oxalic acid remaining in the water phase if you extracted the 45 g/1000 mL of water with 1000 mL of the solvent you chose in part (a). You are doing only one extraction. The acid dissociation constants of oxalic acid are 5.60 times 10^-2 and 5.42 times 10^-5. Sketch the titration curve that would result from a titration of 100-mL of 1.0 M oxalic acid with 1.0 M NaOH (to sketch the titration curve, calculate pH values for important points on the titration curve)Explanation / Answer
An organic lab book gives the following solubility data for oxalic acid (HOOC-COOH; IUPAC:ethanedioic acid; MW = 90g)9.5 g/100mL of water 23.7 g/100 mL of ethanol16.9 g/100 mL of ether(a)A 14CL student has 45 g of oxalic acid in 1000 mL of water and wishes to extract it into anorganic solvent for further experiments.
Which solvent should the student use for the extraction?Explain your choice.
Ether.
Although oxalic acid is more soluble in ethanol, this solvent is miscible with water andcan not be used for extraction with water
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Calculate the partition coefficient for your choice.(Be sure to define the terms of your equationso the grader knows which organic solvent you are using.)
Kp =solubility in ether /solubility in water
=16.9g/100mL9.5g/100mL= 1.78
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(c)Calculate the weight of acid remaining in the water phase if you extracted the 45 g/1000 mL ofwater with 1000 mL of the solvent you chose in part (a).
Let x = the weight of acid that is extracted into the ether
1.78 =x / 45 -x = 28.8 g
acid remaining in the water is =45 - 25.6 = 16.2
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e)
The first dissociation constant is very large and the approximation that dissociation is smallcompared to the concentration of the acid will not hold up.
The quadratic equation must be used.When used, the initial pH of a 1.0 M solution is 0.69
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