Question

a four-component mixture was extracted. In the mixture was R-phenol, RCOOH, RNH2 and R-(C=O)-R in solution with ether and aqueous NaHCO3. RCOO-NA+ was separated out on the water layer. Aq. NaOH was added to the ether layer and R-benzene-O-Na+ was separated out in the water layer. Then aq. HCl was added to the ether layer and R-NH2+Cl- was separtated out in the water layer, leaving F-(C=O)-R in the ether layer.

My problem is to reverse this and recover the parent compounds from their salts. I must include the state (aq, l, etc) of everything. Please check my equations.

R-NH3+Cl-(aq) + NaOH(aq) --> RNH2(aq) + NaCl + H2O(aq)

R-benzene-O-Na+(aq) + HCl(aq) --> R-phenol(aq)

RCOO-Na+(aq) + NaOH(aq) -->RCOOH(aq)

Please check these for me.

Thanks from Sheryl


My problem is to reverse this and recover the parent compounds from their salts. I must include the state (aq, l, etc) of everything. Please check my equations.

R-NH3+Cl-(aq) + NaOH(aq) --> RNH2(aq) + NaCl + H2O(aq)

<b>Won't the RNH2 be liquid? or solid? It would be (aq) only if it dissolves in the water layer. and of course NaCl should be ions which I would write as Na^+(aq) + Cl^-(aq) unless you can get away with NaCl(aq). However, since you wrote the amine salt as ions I would think you would write the NaCl as ions. And H2O should be liquid? </b>

R-benzene-O-Na+(aq) + HCl(aq) --> R-phenol(aq)

<b> Won't R-phenol be liquid (it will be aqueous only if it dissolves in water)? or solid? I think you omitted NaCl. Treat it the same way as the first one.</b>

RCOO-Na+(aq) + NaOH(aq) -->RCOOH(aq)

<b>Don't you add HCl to the sodium salt to regenerate the acid? Adding NaOH just keeps it as the Na salt. Won't RCOOH be a solid? or a liquid? I didn't do the experiment so I don't know what you had. Remember to add NaCl as one of the products (Na from the RCOONa and Cl from HCl).
</b>


That was pretty bad on my part. We didn't do the experiment so it is pretty theoretical to me.

Thanks from Sheryl

Answer 1

15=3*+4