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Like dissolves like mean polar compound dissolve polar
Typology: Lab Reports
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Your Name: Name of TA: Lab Partner’s Name: Lab Section:
Title: Experiment #2: Extraction
Observations: Weighed out 3.2568 grams of chemical mixture that was yellow in color.
Dissolved dry chemicals in 38 ml CH 2 Cl 2 with gentle heating. Poured the yellow solution into sep funnel. Added 10 ml CH 2 Cl 2 to flask to rinse, poured solution into sep funnel. Added 15 ml 3 M HCl, gently mixed and vented (saw bubbles during mixing, heard the evolution of gas while venting). Allowed layers to separate. Upper layer determined to be aqueous by density: lower layer removed. Upper layer placed into separate flask labeled “A” for acid extract. Lower layer placed into sep. funnel and reextracted with 15 ml 3 M HCl. Combined aqueous layers in flask A
Reextracted CH 2 Cl 2 layer containg chemicals with 15 ml 3 M NaOH. Upper layer in flask labeled “B” for base extract. Re-extract organic layer with 15 ml 3M NaOH. Combined base extracted materials in flask “B”. Saw bubbles during mixing, heard the evolution of gas while venting.
Dried organic layer with anhyd. Na 2 SO 4 until free flowing salt was observed (about 3 grams). Filtered the organic solution into a tared 100 ml round-bottom flask. Rinsed flask and funnel with 10 ml of CH 2 Cl 2 and rotovaped off remaining solvent and weighed flask. The biphenyl obtained was white in color and was like a powder.
Weight of flask and biphenyl = 106.1784 g Weight of empty flask = 104.7368 g Weight of recovered biphenyl = 1.
Cooled flask A in a water bath. Added 18 ml 6 M NaOH and pH tested. Still acidic, litmus paper was red. Added 1. ml more 6 M NaOH; and the alkaline solution became cloudy and pH paper turned blue. Yellow crystals were seen to form. Cooled in ice bath for 21 minutes. Collected p- nitroaniline (yellow crystals)using vacuum filtration. Washed with cold water and allowed to dry for 12 minutes
Dry solid p-nitroaniline and watch glass = 18.9372 g
Watch glass = 18.0512 g Weight of recovered p-nitroaniline = 0.8660 g
Cooled flask B in an ice water bath. Added 16 ml 6 M HCl and pH tested. Still alkaline, litmus paper is blue. Added 0.5 ml more 6 M HCl till solution became cloudy and litmus paper turned red. White plate/leaflet like crystals was obtained. Cooled in ice bath for 25 minutes and collected benzoic acid using vacuum filtration.
Dry solid benzoic acid and watch glass = 17.5631 g Watch glass = 16.9512 g Weight of recovered benzoic acid = 0.6119 g
Discussion:
In this lab, a mixture of three solids was separated to their individual components by extraction, based upon their acid-base properties. The acid (benzoic acid) reacted with NaOH to give a salt that moved from the organic phase to aqueous phase and thus was removed from the mixture. P- Nitroaniline being a base, reacted with HCl to give it’s anilinium salt which moved from the organic phase to the aqueous phase. The component remaining in the organic phase was the neutral biphenyl. Both the acid and base extracts were neutralized to give benzoic acid and p- nitroaniline as solids.
By adding up the weights of the various components without any loss, I should have recovered 3.2568 g of starting material.
Weight of biphenyl = 1.4416 g Weight of p-nitroaniline = 0.8660 g Weight of benzoic acid = 0.6119 g Total solid recovered = 2.9195 g Total recovered mass = 2.9195 g Mass of starting material = 3.2568 g Total % recovered = (2.9195/3.2568)100 = 89.6 % {like wise you all will need to calculate individual % recovery of the three compounds, assuming that 1 g each of the three compounds contained in the original mixture}*