Chemistry help

[csq7]

Here's a question from my unichem, and because no one that does unichem at monash knows how to do it, im posting it here!

Theres this random chemical : 4-acetylaminobenzoic acid, which is made by a prac we did today, and a prelab qn was, Is this chemical soluble in acid and alkali?

Chemical formula: C9H9NO3
Made up of: Carbowyl group, benzene ring, amide group and methyl group.

Soluble in acid? OR Soluble in base?


Thanks guys!

[Pandemonium]

looks like it's soluble in base.

reasons:
carboxyl group would lose a proton, making it slightly polar.
benzene ring would not be affected.
amide group would be only slightly affected. i'm pretty sure, however in a strong base the proton would dissociate.
methyl group would be unaffected

also, these affected groups would be unaffected by H3O+ because H3O+ already has its capicity of protons.

[csq7]

how do you know?

[csq7]

BUT the benzene ring is very INsoluble in water, acid or base as it is very stable and all electrons are shared in the ring right? its sorta like aspirin, theres a soluble part, but the insoluble part is kinda big too? so i think its insoluble in acid or base.. but i have no idea.. cos like what you said.. could be soluble in base..

[Pandemonium]

did they ask is it not soluble at all?

[csq7]

it is an option that both isnt soluble..

[Collin Li]

There is an acidic and basic component. When put in strongly acidic or alkaline conditions, an ion will be formed. This is extremely soluble.