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Answer 1

Flow Chart NH2 Benzoie acid IS Chloroaniline Naphthalene /6 2-Naphthol 1 7 Dissolve mixture into organic solvent Extract mixture with dilute hydrochloric acid Separate organic and aqueous layers Aquecus Layer Organic Layer Amine NH2 C salt in basic Flask I Extract organic layer with dilute sodium bicarbonate Separate organic and aqueous layers asic Aqueous Layer Cl medium LayerX Organic Layer Add sodium hydroxide Extract organic layer with dilute sodium bydrcxide Separate organic and adueous Javers Flask 2 frvedure COzNa Aqueous Layer Organic Layer ayer X 2-Naphthol became salt in stong base condition Abilute HCI strecfare Flask 3 Flask 4 Dry organie layer over anhydrous calcium chlorde Removed solvent Collect reidue O Na CO2H XİADilute HCl

Consider the TLC analysis of the reaction in fis. 1 below in order to answer questions 9.904 14-19 Figure 1 Reaction of A + B C o08 141.12 32 5945 35 453 Fig. 1 519 Develope 0e after 15 min of reaction 1259315 2.22 58847 6939 24.312 549180 200 59 Re-spot AB C Develope ater & hr, over 1 reaction i d aid dilated to 00 52 ml eonod L acid + 321 ml, wate 85 Re-spot d acid diluhed to 500 tant-boiling tbp 126 tiod acid dnuted to nod, aciá diluted to 14 Are spots Aj and B1 pure compounds? Brieny explain Yes. They are pure compounds since they are being just b does single spot in TLC 15 Would you consider spot C1 to consist of a pure compound at time t 15 min? Briefly explain Msluen the unifor No It is not pure. At 15 min reaction is not completed and Both starting materials are present asenerve uith the sohvensa, Briety 16 Which two compounds (A-C) would you expect t explain be most interactive or 100 B & C are most interactive with solvent because it have more Rf Value 1 mL HNO, careful 17 Which two compounds (A-C) would you expect to be most interactive Briefly explain A & B are Most interactive with stationary phase 18 Give the relative polarity in decreasing order for compounds A-C if hexane CH3(CH2 4CH3) is used as the eluting solvent. Compound C is non polar, Compound B is Mid polar compound A is Polar 19 Would you consider the reaction between A & B for spot C1 to be over at time, t- 15 mins and at t 6 hrs? Briefly explain At 15 Min reaction is not completed. and Statrting material A is the limiting reagnet which is over by 6 hours. compound C and Compopund B are present after 6 hours