Sciencemadness Discussion Board

Chlorination of 8-HydroxyQuinoline

Quinoline - 24-11-2010 at 18:40

By Chlorinating 8-hydroxyquinoline using Sodiumhypochlorite and HCl, can we obtain 70% of dichloro and 30% of monochloro molecule with atleast 80% purity

Bolt - 24-11-2010 at 23:06

want a cookie?

DDTea - 24-11-2010 at 23:20

You really need to be much more precise in your description of what you're trying to do. Where on this molecule are you trying to put the chlorines, first of all? Secondly, why do you think that sodium hypochlorite/HCl would be good chlorinating agents? As far as the purity of your product goes, that will depend mostly on your technique. It will also depend on specific experimental conditions, reagent purity, and what equipment you have available to you. In the land of hypotheticals, though, SURE! :P

Kind of a cool molecule, actually.

Quinoline - 25-11-2010 at 17:59

I have got all the equipments to carry on the reaction. I have dissolved 8-HQ in Conc. HCl (temp was- 36 deg centigrade) then added NaOCl slowly to the reaction mass which was under stirring(molar equivalents used were 1 : 4.4 : 1.7). I have got 50% mono chloro (5-chloro-8HQ) and 35% dichloro(5,7-dichloro-8HQ).But the purity of material was only 45%. Analysis was done by HPLC. Hw to improve the puriity.

Quinoline - 25-11-2010 at 17:59

I have got all the equipments to carry on the reaction. I have dissolved 8-HQ in Conc. HCl (temp was- 36 deg centigrade) then added NaOCl slowly to the reaction mass which was under stirring(molar equivalents used were 1 : 4.4 : 1.7). I have got 50% mono chloro (5-chloro-8HQ) and 35% dichloro(5,7-dichloro-8HQ).But the purity of material was only 45%. Analysis was done by HPLC. Hw to improve the puriity.

smuv - 26-11-2010 at 12:48

...don't use an excess of NaOCl. Perform the addition on an ice bath...