use your knowledge of acid-base extraction to come up with a plan to separate the following compounds from each other. Your plan should include specific solvents or reagents to be used and result in 4 isolated solids in the end. p-anisidine pyrene salicylic acid: 2,3-xylenol

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section23.9: Hofmann Elimination
Problem 23.14P
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use your knowledge of acid-base extraction to come up with a plan to separate the following compounds from each other. Your plan should include specific solvents or reagents to be used and result in 4 isolated solids in the end.

  • p-anisidine
  • pyrene
  • salicylic acid:
  • 2,3-xylenol

*Here is an hint and example: p=Anisidine is an amine, xylenol is a phenol, and salicylic acid has COOH and phenol groups. Always start with identifying the functional groups and you either add acids or bases to react then after you get your layer, you extract and normally you will get precipitation at the bottom and you collect it by vacuum iteration, solate the amine by extracting with HCl. The ammonium salt will be in the aqueous layer. Neutralize it by adding base (NaOH) until the solution is basic. Collect the amine(which we expect to precipitate) by vacuum filtration.

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