rakuenso Posted October 6, 2005 Share Posted October 6, 2005 in the reaction of 2-naphthol (structure looks like benzene + phenol)... + HCl(aq), does the OH group of 2-naphtol undergo a subsitution reaction? So.. C10H7OH(s) + HCl(aq) -> C10H7Cl(s) + H2O? Because this was a solubility test, 2-naphthol(brown looking) didn't dissolve in HCl. A cloudy solution (also brown looking) was formed. Is this a precipitate(which i'm guessing is C10H7Cl) or is it just 2-naphtol that didn't undergo the subsitution reaction? Link to comment Share on other sites More sharing options...
budullewraagh Posted October 6, 2005 Share Posted October 6, 2005 the OH group doesn't directly undergo substitution because OH- is a terrible leaving group. H2O, however, is an excellent leaving group. the OH is protonated to form ROH2+, and the Cl- displaces the H2O via nucleophilic substitution Link to comment Share on other sites More sharing options...
rakuenso Posted October 6, 2005 Author Share Posted October 6, 2005 so the precipitate formed is C10H7Cl? Link to comment Share on other sites More sharing options...
rakuenso Posted October 6, 2005 Author Share Posted October 6, 2005 another question, when glucose is dissolved in HCl/NaOH/NaHCO3, does an acid and base reaction take place? Link to comment Share on other sites More sharing options...
budullewraagh Posted October 6, 2005 Share Posted October 6, 2005 not really. any glucose derivative with a negative oxygen is about 10x the base that OH- is Link to comment Share on other sites More sharing options...
akcapr Posted October 6, 2005 Share Posted October 6, 2005 wat do u mean by negative oxygen? Link to comment Share on other sites More sharing options...
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