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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: kims on November 20, 2007, 11:08:50 PM

Title: Dichloromethane for extraction of eugenol and eugenol acetate?
Post by: kims on November 20, 2007, 11:08:50 PM

Why are eugenol and eugenol acetate more soluble in dichloromethane than in water?

Title: Re: Dichloromethane for extraction of eugenol and eugenol acetate?
Post by: macman104 on November 21, 2007, 02:38:14 AM

Quote from: dakims on November 20, 2007, 11:08:50 PM

Why are eugenol and eugenol acetate more soluble in dichloromethane?

More soluble in dichloromethane than....

Title: Re: Dichloromethane for extraction of eugenol and eugenol acetate?
Post by: ARGOS++ on November 21, 2007, 03:27:27 PM

Dear Dakims;

From the term “Extraction” I suppose that you are talking from the extraction your products out of an aqueous reaction solution/suspension with DCM.

That your “postulate” holds in this case you must take care, that the pH of the aqueous phase is all times lower then pH 6 - 7, because Eugenol is a Phenol and acts there wile as a weak till medium Acid.  Holding the pH such low prefers the UN-dissociated side of the acid balance/equation much more.
In this “acid” state the Eugenol is quite UN-polar as also the Acetate is.

Quintessence: 
Because water is a very polar solvent and DCM is contrary a quite UN-polar solvent, your products like the DCM very much more then the water.
That does conform to the thumb-rule: “The same likes similar”.

Good Luck!
                    ARGOS⁺⁺