2-naphthol + HCL

[rakuenso]

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?

[budullewraagh]

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

[rakuenso]

so the precipitate formed is C10H7Cl?

[rakuenso]

another question, when glucose is dissolved in HCl/NaOH/NaHCO3, does an acid and base reaction take place?

[budullewraagh]

not really. any glucose derivative with a negative oxygen is about 10x the base that OH- is

[akcapr]

wat do u mean by negative oxygen?