Reverse Equations

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)

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?

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

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.

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

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).



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

Thanks from Sheryl

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