Acid Base Extraction Post Lab Questions 1 10pts Provide a flow chart detailing the acid base extraction separation of the compounds shown below Your answer must employ the following reagents methylene chloride hydrochloric acid 2M 5M sodium hydroxide 2M 5M 10 sodium bicarbonate aq Clearly indicate the product s and layers formed following each step of your separation scheme HINT o cresol is soluble in sodium hydroxide solution but insoluble in neutral water or sodium bicarbonate solution 2 ethylbenzoic acid is soluble in both sodium hydroxide and sodium bicarbonate solutions Use skeletal structures only in your answer 2 3pts Dimethyl sulfoxide DMSO is an organic solvent in which all three components of the 3 component mixture are soluble Would it be a good substitute for dichloromethane in this experiment No it wouldn t be a good substitute for dichloromethane because it would end up dissolving acidic basic and neutral component Dimethyl Sulfoxide also has a higher boiling point then dichloromethane Basically this would make for a poor substitute because it would end up being hard to notice any considerable separation of the components 3 3pts During your extraction you become confused as to which layer is the organic and which is the aqueous How would you identify them experimentally You could easily identify which one is the aqueous layer and which is the organic layer experimentally by adding some distilled water You can do this because if you add distilled water to the aqueous layer it will immediately dissolve and blend into the solution however if you were to add distilled water to the organic layer it should separate from the water 4 4pts Identify which of the following solvents in each pair would constitute the lower layer in a liquid liquid extraction solution If layer separation would not be observed indicate this by stating miscible Ethanol and diethyl ether The lower layer would be ethanol because it has a slightly higher density than diethyl Ether Chloroform and saturated brine solution aq The lower layer would be the chloroform because once again it has a slightly higher density than the aqueous saturated brine solution 5 4pts Would it make any difference if the methylene chloride solution containing both the basic and neutral components was washed with 1M sodium hydroxide rather than 1M hydrochloric acid If so what would that difference be Would any layer separation be possible in the new solution Would it be possible to isolate the two components from one another using 1M sodium hydroxide rather than 1M hydrochloric acid Why or why not Provide a balanced equation to justify your answer If you were to do this it would be vastly different for the fact that if you were starting with a basic and neutral component no reaction would occur because there needs to be an acidic component in order for a reaction to even occur let alone separate In this case that would create a chemical equation that resembles this roughly HA B N HCl HA N BH Cl And HA B N NaOH H2O NaA B N
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