17) After the reaction, Gwen sees a solid appear. She should collect this solid by rotary evaporator vacuum filtration TLC gravity filtration

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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17) After the reaction, Gwen sees a solid appear. She should collect this solid by

rotary evaporator

vacuum filtration

TLC

gravity filtration

18) After completing the separation and purification, Gwen checks the purity of her isolated mandelic acid on a polarimeter. She takes 0.525 g of solid and dissolves it in 5 mL of acetone. She puts this in a tube with a pathlength of 1 dm. The polarimeter gives a reading of +13.0011 deg.

The reported optical activity of mandelic acid is [a]lit = 151 deg

What is the EE for this sample?

Resolution of Enantiomers
Gwen needs S-(+)-mandelic acid for a project, but she only has a bottle of racemic mandelic
acid to work with. She finds a bottle of L-(-)-proline and comes up with a plan to isolate S-(+)-
mandelic acid.
of-oror
(RS)-mandelic acid
HO
OH
HN
OH
L-(-)-proline
OH
R-(-)-mandelic acid
OH
S-(+)-mandelic acid
OH
Transcribed Image Text:Resolution of Enantiomers Gwen needs S-(+)-mandelic acid for a project, but she only has a bottle of racemic mandelic acid to work with. She finds a bottle of L-(-)-proline and comes up with a plan to isolate S-(+)- mandelic acid. of-oror (RS)-mandelic acid HO OH HN OH L-(-)-proline OH R-(-)-mandelic acid OH S-(+)-mandelic acid OH
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