Question

Liquid-Liquid Extraction HW4. A student wishes to separate a mixture of the two compounds shown below. They intend to use liquid-liquid extraction to do so. NH Aniline Naphthalene A) Aniline has an amine functionality and naphthalene is purely a hydrocarbon compound. An amine functional group is acidic, basic, or neutral? asic B) Given your answer to A, fill in the missing portions of the diagram that describe the process of the separation for aniline and naphthalene. Aqueous solution _added Top layer: circle one (aqueous organic! Bottom layer: circle one faqueols or organic?) Aniline+Naphthalene solvent Draw the compound from the original mixture in its appropriate box LAnillos Bottom Layer Inaphthalene Top Layer HW5. Imagine that you have just completed your extraction of an acidic compound and a neutral compound (like the cinnamic acid and cinnamate extraction you performed). However, upon acidifying the salt, the compound is SOLUBLE in the aqueous layer (unlike the cinnamic acid which crashed out). Describe a procedure for retrieving the compound from the aqueous layer. Remember, water is very difficult to distill or evaporate away.
HW.4 & 5

Answer 1

HW4.

A) An amine functional group is basic.

B) Dissolve aniline and naphthalene in diethyl ether and add 1N aqueous HCl solution to that add this mixture to separating funnel. Top layer is organic layer and bottom layer is aqueous layer. Naphthalene will go in organic layer that is top layer while aniline will go in aqueous layer as a salt form.

HW5. If compound is water soluble which is indicating that compound is very polar and soluble in polar solvent, so we can use 10% methanol in dichloromethane mixture to extract our compound from water and repeat this 3 to 4 times until all compounds get extracted from water.