Question

a - please do not forget to say why it doesnt dissolve in water

b- specific to this experiment. This is not asking why excess hydride would be used or what its used for. This is asking for a yes or no answer with an explanation (sorry the other students who posted this same question got answers that do not actually answer the question).

Why does the vanillin dissolve in an aqueous NaOH solution but not in water? Is H (hydride) used in excess in the vanillin reduction? Explain.

Answer 1

L . Noon 011 Poch, ornat (less polar7 (due to hydrophobic [Phenonide) more polar). Phenyl group) Vanillin is not soluble in water to a great extent instead of the fact that it farm hydrogen bond with water due to phenol functional group. This is due to the large hydrophobic phenge moiety cohich makes at less polar, However on adding Noon , phenol convert into Phenoxide ion which is obviously more polar here readily goluble in water. for Vanillin reduction, excess Namshy must be employed. This in due the fact that Nabtly is a hydride donar which Scavengen free proton in reaction mixture. These proton might come from Solvents such as Water, ethanol (protic solvente) ar from vanilling itself if complete conversion into phenoxide ion do not occur hence taking thene side recutions into auount, Excess NaBtly must be used to ensure complete reduction of vanillin. - Nabtly + H2O / Cats OH - hig)? - Na [B6H),] / Na Blut