4. WorkUp and Purification (2 points): At which stage of the workup/purification

Question

4. WorkUp and Purification (2 points): At which stage of the workup/purification are the following materials removed (extracted and/or destroyed) from the layer containing the desired product (give the letter(s) e.g. B.):

4. Work-Up and Purification (2 points): At which stage of the work-up/purification are the following materials removed (extracted and/or destroyed) from the layer containing the desired product (give the letter(s) e.g. B.): C. separate F. wash (HCI) A. add NaOH, ayers H20, stir J. purify separate D. wash again G. wash (H20) H. dry (Na2SO4) (alumina B. transfer to (NaOH) E. separate I. evaporate separate column) tube ii) unreacted thionyl chloride: i) unreacted acid chloride: iii) excess/unreacted diethylamine: iv) diethyl ammonium chloride v) diethyl ether:

Explanation / Answer

In the first stage after stirring with NaoH

Unreacted acetylchloride (i) will get removed

[Acetylchloride reacts with NaOH forms sodium acetate and sodiumchloride]

In stage 2 after seperation and NaOH washing

thionyl chloride( II) left behind will get remove completely.

( thionyl chloride has solubility in the organic solvent ether)

[Thionyl chloride react with sodium hydroxide to produce sodium sulfite, sodium chloride and water]

In Stage 3

after washing with HCl. the basic impurity(III) excess/ unreacted diethylamine will go.

In stage 4

After evaporation diethylether will go ( impurity (v) .[ if water is there water will get dried by Na2SO4].

In stage 5.

after column chromatography, the pure product diethylammonium chloride will form (iv)

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