Ketamine is usually sold as a racemix mixture, but recently, some companies have

Question

Ketamine is usually sold as a racemix mixture, but recently, some companies have been varying the relative proportions of R - ketamine and S - ketamine because S - ketamine demonstrates greater activity in patients. A pure sample of ( S ) - ( - ) - ketamine produces an observed rotation of - 5.4 ° when using a 2 dm tube containing 2.0 g of ( S ) - ( - ) - ketamine in 80 mL of water. If a sample from a drug company produces an optical rotation of - 58.3 ° , what is the enantiomeric excess of ( S ) - ( - ) - ketamine?

If the drug company in part above now changes the enantiomeric excess for their ketamine product to 50%, have they increased or decreased the amount of ( S ) - ( - ) - ketamine?

Explanation / Answer

Optical purity = (observed rotation of mixture/specific rotation of pure enentiomer)

=5.4/58.3

=0.0926

=9.26 %

%S enantiomer + %D enantiomer = 100

%S enantiomer - %D enantiomer = 9.26

%S enantiomer = 54.63 %

and %D enantiomer = 45.39 %

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