Separation by Extraction
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Chemistry 232     Fall 2017, Spring and Summer 2018Separation by ExtractionName:                                                          Date: Oct. 1st, 2017AbstractThe objectives of this lab were to extract crude phenanthrene, benzoic acid and p-chloroaniline from two stock solutions by using liquid-liquid extraction, and to recrystallize the phenanthrene. Then, the purity of these compounds was evaluated by the melting point range, the solubility and the thin layer chromatography (tlc) test.Equation of Extraction and Regeneration of ComponentsProcedure ReferenceRefer to Peter, M. Chemistry Laboratory Manual 232, pp21-27 (University of Victoria: Victoria, BC) Fall 2017.Liquid-liquid ExtractionReagents for Extraction–indicate which stock solution was extracted!Compound(Reagents)MW(g/mol)UsedMolePhysical and Safety Datap-chloroaniline (1.00g/100mL) and phenanthrene (2.00g/mL) (Solution A)ClC6H4NH2127.57100mL0.00784Bp: 232°C,mp:67-70°C,Acute toxicity (oral, dermal, inhalation) ,Health Hazard,Hazardous to the aquatic environmentBenzoic acid(1.00g/100mL) and phenanthrene (2.00g/mL)  (Solution B)C6H5COOH122.12100mL0.00819Bp: 249°C,mp:121-123°C,corrosion,Health HazardPhenanthreneC14H10178.231.006g0.00561Bp: 232°C,mp:67-70°C,Colorless monoclinic crystals with a faint aromatic odor, solution exhibit a blue fluorescene. Harmful if swallowed, very toxic to aquaticDichloromethaneCH2Cl284.930.5mLSolventMp: 91, bp:340, density: 1.325g/ml, toxic, irritant, carcinogenHydrochloric acidHCl36.463*30mL37% by weight in water, d 1.20/ml, concentration is 12M. highly toxic, corrosive. This is also true of the 6M and 3M solutions used. Dispose as acidic aqueous waste.Sodium hydroxideNaOH40.003*30mLd 2.13g/ml. corrosive, toxic. This is true of the aqueous solutions used. Dispose in “basic aqueous waste” containerWater H2O18.02SolventMp 0°C, bp 100°C, d 1.00g/ml.EthanolC2H5OH46.07Solvent Bp 78°C, d 0.790g/ml. flammable liquid, irritant. Excess consumption on may lead to social consequences. Dispose as non-halogenated wastedSodium sulfateNaSO4142.043.750gSolvent        D 1.84g/ml, Highly toxic, corrosive oxidizer. This is true for aqueous solutions. Dispose by neutralizing, and flushing down the sink with running water.HexaneCH3(CH2)4CH386.18SolventD 0.659g/mL, bp 69°C, mp -95°C. flammable liquid, irritant. Dispose as non-halogenated waste.TolueneC6H5OH92.12SolventD 0.865g/mL, bp 110-111°C, mp -93°C. flammable liquid, toxicCyclohexaneC6H1284.16SolventD 0.779g/mL, bp 80.7°C, mp 4-7°C. flammable liquid. Dispose as non-halogenated waste.Ethyl acetate88.11SolventD 0.902g/mL, bp 77.1°C, mp -83.6°C. flammable liquid. Dispose as non-halogenated waste.p-anisaldehydeCH306H4CHO136.15stainD 1.119g/mL at 25°C (lit.), bp 248°C, mp -1°C. Hazardous in case of ingestion, skin contact and eye irritantBromocresol greenC21H14Br4O5S698.01stainMp 225°C. irritant to eye and skinRecrystallization of PhenanthreneCompoundMW (g/mol)UsedmolesPhysical and Safety DataRecrystallized Phenanthrene178.231.006g0.00561Bp: 232°C,mp:67-70°C,Colorless monoclinic crystals with a faint aromatic odor, solution exhibit a blue fluorescene. Harmful if swallowed, very toxic to aquaticBenzoic acid122.12Bp: 249°C,mp:121-123°C,corrosion,Health Hazardp-chloroaniline127.57Bp: 232°C,mp:67-70°C,Acute toxicity (oral, dermal, inhalation) ,Health Hazard,Hazardous to the aquatic environment

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