my second question is if racemic tartaric acid was used instead of L-tartaric ac
ID: 1059539 • Letter: M
Question
my second question is if racemic tartaric acid was used instead of L-tartaric acid, what outcome might you expect?
Isolate the crystals by vacuum filtration, and wash them with a small amount of cold methanol. Place the crystals in an Erlenmeyer flask, dissolve in water, and add sodium hydroxide solution (10-50% by weight to free the amine. Transfer solution into a separatory funnel, and extract with ether (3 times). Dry combined organic extracts with MgSo4, vacuum filter to remove drying agent, transfer to a clean dry, tared round bottom flask, and rotovap to remove the solvent. Calculate the yield of your pure S-CO-o-methylbenzylamine. (Careful here. What should your yield of one pure enantiomer be based upon?) Take a specific rotation of the product and calculate the optical purity of the sample (literature value for optically pure (-)-o-methylbenzylamine: [o] 30.5 in 95% ethanol, 0.1 g/mL.) Use a 1-dm polarimeter tube and a concentration of 0.1 0.3 g of sample per mL of 95% ethanol or absolute ethanol.Explanation / Answer
In the given experiment,
when D-tartaric acid was used, the resulting amine would have higher enantiomeric excess of (-)-amine formed at the end. Tartaric acid directs this enantiomeric excess product formation.
one the other hand, when racemic tartaric acid is used, equal chances of formation of both (+)-amine and (-)-amine occurs and we would get an equal amount of both the amines in the product mixture.
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