extraction

[inaccensa]

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I may be splitting hairs here, but i just to understand the face that polar compounds will dissolve in water if present in extraction. Ex- A student wishes to separate methyl phenyl ketone, aniline, phenol from a mixture. the mixture is dissolved in a soln containting 500ml of water and dicholormethane. In this initial phase, won't phenol and aniline dissolve in water? I know that you have to add acid/base to deprotonate and such. However, in this case, if a q arises where will all 3 comp'ds be?

 

[premed101]

Those are all hydrophobic molecules despite their one functional group. If you make them charged, they'll become polar and enter the water
Is this helpful?

 

[inaccensa]

Won't phenol form H-bond?

 

[Doodl3s]

Yes, but the giant benzene (which is the most non-polar thing you can get) outweighs that and keeps it in DCM...

all of those things are overall non-polar, and must be charge. Aniline comes out with acid, phenol comes out with base, and methyl phenyl ketone will have to be distilled off the remaining DCM

 

[inaccensa]

😳yes!!

 

[ANEShopeful2018]

What would be the "threshold" for determining whether a molecule with an alkyl/aryl group and an alcohol will dissolve in water or not? I was looking up the solubility of phenol on the webs, and all the sources I looked at said it dissolves in water 😕