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The first step of the workup of this reaction directs you to pour your alkoxide

ID: 492010 • Letter: T

Question

The first step of the workup of this reaction directs you to pour your alkoxide salt over sulfuric acid that is cooled on over ice. Why is it better/desirable to use ice-cold acid as opposed to room temperature or warm acid? Sodium bistate is used during the extraction procedure to react with unreacted aldehyde according to the following equation: Why is this done? Answer this question by explaining what would happen (and why) without bisulfite extraction versus with bisulfite extraction. assuming that not all of the aldehyde used during the reaction reacts. Focus on the isolated product from the reaction (2-methyl-3-heptanol) Saturated sodium bisulfite in water contains 42 g of sodium bisulfite per 100 mL of solution. What is the molar concentration of saturated sodium bisulfite?

Explanation / Answer

#3. The reaction of alkoxide salt with sulfuric acid is highly exothermic (releases heat). Hence to avoid heating of the reaction mixture and apparatus one has to use ice cold solution of sulfuric acid instead of room temperature addition.

#4 a) Sodium bisulfite reacts with aldehyde and forms a water soluble hydroxy sulfonic acid carboxylate (as given in the reaction in question). Without bisulfite extraction, the unreacted aldehyde will be left out in the organic layer along with the desired product. By giving bisulfite wash the unreacted aldehyde will go into the aqueous layer leaving the pure desired product in the organic layer.

b) The molecular weight of the sodium bisulfite is 104.061 g/mol.

To make 1 M (molar) solution, 104.6 g of sodium bisulfite has to dissolve in 1000 mL of water

10.46 grams of sodium bisulfite in 100 mL of water is 1 M solution

then, 42.0 grams of sodium bisulfite in 100 mL of water is 42.0/10.46 = 4.0152 M solution

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