What is the limiting reagent in the reduction of vanillin to vanillyl alcohol?

What is the limiting reagent in the reduction of vanillin to vanillyl alcohol?

In determining the theoretical yield of vanillyl alcohol, you should have used vanillin as the limiting reagent, even though we use fewer millimoles of sodium borohydride.

Why is vanillyl alcohol higher than vanillin?

Vanillyn alcohol has a much higher melting point than vanillin because vanillyn alcohol involves intermolecular hydrogen bonding interactions, while vanillin has weak interactions that lead up to a stable compound.

How do you recrystallize vanillyl alcohol?

Vanillyl alcohol forms as a solid during slow acidification. The process of crystallization is completed by cooling in an ice-water bath. The solid that crystallizes (vanillyl alcohol) is collected by vacuum filtration, washed with water and allowed to air dry.

What is the actual yield of vanillyl alcohol?

Yield Calculations: Because there are less moles of vanillin, it is the limiting reagent. The theoretical yield of Vanillyl Alcohol is 2.026 g.

What is the chemical formula of vanillin?

C8H8O3
Vanillin/Formula
Vanillin is an organic compound with the molecular formula C8H8O3. It is a phenolic aldehyde. Its functional groups include aldehyde, hydroxyl, and ether. It is the primary component of the extract of the vanilla bean.

What is vanillyl alcohol used for?

Vanillyl alcohol is derived from vanillin. It is used to flavor food. Antioxidant polymeric prodrug microparticles as a therapeutic system for acute liver failure.

Which solvent is ideal for reduction of vanillin?

sodium borohydride
In this experiment, you will use sodium borohydride to reduce the aldehyde functional group in Vanillin. Since the reaction will be conducted in aqueous solution, vanillin must first be deprotonated with the strong base sodium hydroxide in order for it to dissolve.

What is the melting point of vanillyl alcohol?

114°C
Specifications

Melting Point 114°C
Formula Weight 154.17
Physical Form Crystal-Powder at 20°C
Percent Purity ≥98.0% (GC)
Chemical Name or Material Vanillyl Alcohol

How do you convert vanillin to vanillyl alcohol?

The experiment attempted to reduce vanillin to vanillyl alcohol using a reduction reaction with sodium borohydride. The reduction reaction was completed in a base medium with NaOH because an acidic medium such as H3O+ would take a proton from NaBH4 and NaBH4 would decompose from interacting with the acid.

What is the limiting reactant of vanillyl alcohol?

Reaction Mechanism of Vanillyl Alcohol reducing aldehyde of vanillin to vanillyl alcohol Calculating Limiting Reactant every molecule of NaBH₄ is 4 H ions; have to multiply the mass of NaBH₄ by 4 to get mass of H ions; the limiting reactant is vanillin

What is the mechanism for the reduction of vanillin by NaBH4?

The mechanism for the reduction of vanillin by NaBH4 a) Using pure water instead of sodium hydroxide would decompose the reagent since it is in an aqueous solution and not stable at a neutral or acidic pH. Hydrogen gas would be produced similar to what occurs in the experiment from addition of HCl with the excess NaBH4.

How do you add NaOH to vanillin?

EXPERIMENTAL PROCEDURE: Place 380 mg (0.380 g) of vanillin in a clean 5 mL conical reaction vial containing a spin vane. Using the color-coded syringe provided in the hood, add 2 mL of 1 M NaOH to the vanillin in the conical vial.

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