24. Pig liver esterase (PLE) is an enzyme that is used hydrolyze esters. In the to stereoselectively following reaction, only one enantiomer of starting material reacts with PLE. The (1R, 2R)-1,2- cyclohexanediol product has a specific rotation of - 39°, and the reaction proceeds with a 94% ee. (i) Calculate the percent of each enantiomer present. (ii) Calculate the specific rotation of the mixture. + PLE (racemic mixture) A) (i) 94% and 6%, (ii) [a] = -33° B) (i) 98% and 2%, (ii) [a] =-37° C) (i) 97% and 3%, (ii) [a] = -37° D) (i) 97% and 3%, (ii) [a] = -241° E) (i) 94% and 6%, (ii) [a] = -241° OH OH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.9: Heterocyclic Amines
Problem 24P
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stereoselectively
24. Pig liver esterase (PLE) is an enzyme that is used
to
hydrolyze esters. In the
following reaction, only one enantiomer of starting
material reacts with PLE. The (1R, 2R)-1,2-
cyclohexanediol product has a specific rotation of -
39°, and the reaction proceeds with a 94% ee. (i)
Calculate the percent of each enantiomer present.
(ii) Calculate the specific rotation of the mixture.
+
PLE
(racemic mixture)
A) (i) 94% and 6%, (ii) [a] = -33°
B) (i) 98% and 2%, (ii) [a] = -37°
C) (i) 97% and 3%, (ii) [a] = -37°
D) (i) 97% and 3%, (ii) [a] = -241°
E) (1) 94% and 6%, (ii) [a] = -241°
OH
OH
Transcribed Image Text:stereoselectively 24. Pig liver esterase (PLE) is an enzyme that is used to hydrolyze esters. In the following reaction, only one enantiomer of starting material reacts with PLE. The (1R, 2R)-1,2- cyclohexanediol product has a specific rotation of - 39°, and the reaction proceeds with a 94% ee. (i) Calculate the percent of each enantiomer present. (ii) Calculate the specific rotation of the mixture. + PLE (racemic mixture) A) (i) 94% and 6%, (ii) [a] = -33° B) (i) 98% and 2%, (ii) [a] = -37° C) (i) 97% and 3%, (ii) [a] = -37° D) (i) 97% and 3%, (ii) [a] = -241° E) (1) 94% and 6%, (ii) [a] = -241° OH OH
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