Create a separation scheme to separate 50% ethyl 4-aminobenzoate, 40% 1,2,4,5- tetrachlorobenzene, and 10% 1,4-dibromobenzene from a 1g mixture. The solutions available are water, 1.0 M NaOH, 6.0 M NaOH, 1.0 M HCI, 6.0 M HCI, 1M NaHCO3, saturated aqueous sodium chloride, dichloromethane, ethyl acetate, 95% ethanol, methanol, isopropyl alcohol, acetone, hexane, and toluene. Column chromatography and distillation are unavailable. I understand that the first step would be an acid base extraction to separate the ethyl 4- aminobenzoate from the rest of the compounds, but how would I separate the 1,2,4,5- tetrachlorobenzene from the 1,4-dibromobenzene?

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Create a separation scheme to separate 50% ethyl 4-aminobenzoate, 40% 1,2,4,5-
tetrachlorobenzene, and 10% 1,4-dibromobenzene from a 1g mixture. The solutions available
are water, 1.0 M NaOH, 6.0 M NaOH, 1.0 M HCI, 6.0 M HCI, 1M NaHCO3, saturated aqueous
sodium chloride, dichloromethane, ethyl acetate, 95% ethanol, methanol, isopropyl alcohol,
acetone, hexane, and toluene. Column chromatography and distillation are unavailable. I
understand that the first step would be an acid base extraction to separate the ethyl 4-
aminobenzoate from the rest of the compounds, but how would I separate the 1,2,4,5-
tetrachlorobenzene from the 1,4-dibromobenzene?
Transcribed Image Text:Create a separation scheme to separate 50% ethyl 4-aminobenzoate, 40% 1,2,4,5- tetrachlorobenzene, and 10% 1,4-dibromobenzene from a 1g mixture. The solutions available are water, 1.0 M NaOH, 6.0 M NaOH, 1.0 M HCI, 6.0 M HCI, 1M NaHCO3, saturated aqueous sodium chloride, dichloromethane, ethyl acetate, 95% ethanol, methanol, isopropyl alcohol, acetone, hexane, and toluene. Column chromatography and distillation are unavailable. I understand that the first step would be an acid base extraction to separate the ethyl 4- aminobenzoate from the rest of the compounds, but how would I separate the 1,2,4,5- tetrachlorobenzene from the 1,4-dibromobenzene?
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