Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: bigdm on April 03, 2021, 10:16:46 PM

Title: Extraction technique
Post by: bigdm on April 03, 2021, 10:16:46 PM

Is it possible to use acid-base extraction to extract 1,12-dibromododecane from a mixture of 1,12-dibromododecane and 12-bromododacan-1-ol?

Title: Re: Extraction technique
Post by: Borek on April 04, 2021, 03:03:09 AM

Please read the forum rules (https://www.chemicalforums.com/index.php?topic=65859.0).

When (and how) does the acid-base extraction works?

Title: Re: Extraction technique
Post by: bigdm on April 04, 2021, 12:46:53 PM

I was thinking about using an aqueous NaOH solution. So in a separatory funnel, combine the mixture of bromoalcohol with 1,12-dibromododacane in hexane, then add NaOH and mix it. Would this deprotonate the OH and make it move to the aqueous layer?

Title: Re: Extraction technique
Post by: rolnor on April 04, 2021, 02:00:26 PM

Have you checked the pKa valeus for alcohols compared to water?
If you where able to deprotonate the alcohol do you see any risc of side-reactions?