3.) The ether solution is extracted with saturated aqueous sodium chloride. What is the purpose of this? 4.) A mixture of benzoic acid and a neutral nonpolar compound is dissolved in ether and mixed thoroughly with aqueous sodium bicarbonate. What is the organic chemical species that is present in the ether layer? In the aqueous layer? 5.) Construct a flow chart that follows the separation of a mixture of 2-nitrophenol (an organic acidnot used in this experiment) and anthracene (neutral organic).

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Bunny GreenfelderLv2

11 Nov 2019

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Organic Chemistry: Separating Acids and Neutral Compounds by Solvent Extraction

Reagents and Solvents Used

Acetanilide/p-Toluic Acid mixture, diethyl ether, 3M hydrochloric acid, 0.5M sodium hydroxide, sodium sulfate, anhydrous, water-distilled or deionized

PURPOSE OF THE EXPERIMENT: Use solvent extraction techniques to separate a mixture consisting of a carboxylic acid and a neutral compound.

Questions:

1. What product would you obtain if you evaporated the water from the NaOH layer prior to acidifying the layer?

2. Suppose that you used dichloromethane instead of diethyl ether as the nonpolar solvent in this experiment. What changes in the procedure would you make in view of the fact that dichloromethane is more dense than water?

3. Benzoic acid (C6H5âCOOH) is a weak acid and naphthalene is neutral, neither acidic or basic. Prepare a flowchart for the separation and recovery of benzoic acid and naphthalene.

Benzoic Acid: solubility in water: poor ; solubility in ether: good

Naphthalene: solubility in water: poor ; solubility in ether: good

Thank You In Advance!