Vanillin Reduction with Sodium Borohydride to form Vanillyl Alcohol Started with 2.517g vanillin and 5.0mL NaBH4...

Vanillin Reduction with Sodium Borohydride to form Vanillyl Alcohol

Started with 2.517g vanillin and 5.0mL NaBH₄

Crude Product= 7.568g

Recrystallized Product= 2.297g

a) Calculate the %yield for both the crude and "fully" synthesized product

b) Explain why this is likely not 100%. How could this be improved

c) Draw mechanism

Solutions

Expert Solution

queen_honey_blossom answered 8 months ago

Next > < Previous

Related Solutions

In the reduction of benzophenone with NaBH4... After dissolving benzophenone in methanol and adding sodium borohydride,...

In the reduction of benzophenone with NaBH4... After dissolving benzophenone in methanol and adding sodium borohydride, (a). Why do we add ice water to the mixture and then heat it? (b). Why does the addition of water precipitate the product?

Expt 55 Micro: Borohydride Reduction of a Ketone: Hydrobenzoin from Benzil 3. Sodium borohydride can be...

Expt 55 Micro: Borohydride Reduction of a Ketone: Hydrobenzoin from Benzil 3. Sodium borohydride can be used in ethanol solutions to rapidly reduce aldehydes and ketones at room temperature. Even though lithium aluminum hydride (LiAlH4) is much more reactive than sodium borohydride (NaBH4) it can’t be used to reduce aldehydes and ketones in ethanol solutions. Explain why not? NOTE: The answer is not the quote from the lab book “Unlike lithium aluminum hydride, sodium borohydride is insoluble in ether and...

Discuss the reduction of acetophenone with sodium borohydride and a workup of ethanol. My % yield...

Discuss the reduction of acetophenone with sodium borohydride and a workup of ethanol. My % yield is 21.5% . Analyze why is this result and relate to the theories and concepts. Please provide a descriptive paragraph, please

Sodium Borohydride Reduction of a Ketone 1. How will the dibenzalacetone product be isolated from the...

Sodium Borohydride Reduction of a Ketone 1. How will the dibenzalacetone product be isolated from the reaction mixture and how will it then be further purified? How will the product be characterized? 2. What apparatus and conditions (solvent, temp., reaction time, etc) will be used for the reaction? 3. Identify which is the reducing agent and which is the oxidizing agent in the reaction of benzophenone with sodium borohydride and explain your reasoning, ie. show the changes in oxidation states...

why can sodium borohydride be preferred in reduction to alcohols over H2/Pt?

In the reduction of 4--tert-butylcyclohexanone using sodium borohydride, what are the products? What is the product...

In the reduction of 4--tert-butylcyclohexanone using sodium borohydride, what are the products? What is the product ratio of these products, and explain mechanistically why this product ratio occurs. Finally, how can you use a NMR spectra to determine the product ratio?

I completed a reduction of 4-tert-butylcyclohexanol with sodium borohydride, which was supposed to yield the cis-...

I completed a reduction of 4-tert-butylcyclohexanol with sodium borohydride, which was supposed to yield the cis- and trans- isomers of 4-tert-butylcyclohexanol. I followed every step exactly as the lab manual said, but yielded no product. How do I explain this?? What step in the process could have led to the loss of any product?

If the temperature is too high when NaBH4 is added to already reacted NaOH and Vanillin,...

If the temperature is too high when NaBH4 is added to already reacted NaOH and Vanillin, what is the mechanism of the decomposition of NaBH4? does NaBH4 become more reactive with H2O instead of the carbonyl group on vanillin which would instead produce NaBO2 and Hydrogen gas?

once vanillin has reacted with NaOH and NaBH4, why can you only add enough HCl to...

once vanillin has reacted with NaOH and NaBH4, why can you only add enough HCl to make the pH go down to 6? what would occur mechanistically if enough HCl (too much) was added to make the pH go down to 1?

Assuming you use 2.5 g vanillin and 5.0 mL of a 3.42 M NaBH4 solution, what...

Assuming you use 2.5 g vanillin and 5.0 mL of a 3.42 M NaBH4 solution, what is the theoretical yield of vanillyl alcohol in moles? in grams?

Subjects