Could you crystallize one enantiomer of mandelic acid from a racemic mixture (usingthe typical achiral solvents found in our lab) without preparing a diastereomericsalt? Why or why not?No, because both enantiomers have the same solubility in achiralsolvents. than the other.оооYes, because one enantiomer has a higher melting pointNo, because both enantiomers are liquids.Yes, because one enantiomer is more crystalline than the other.

Can You Crystallize One Enantiomer of Mandelic Acid from a Racemic Mixture Using Achiral Solvents?…

Answered: Could you crystallize one enantiomer of…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.57P

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Iejimalide B, an anticancer agent with a 24-membered ring, is isolated from a tunicate found off Ie Island in Okinawa. (a) Label each double bond in iejimalide B as E or Z. (b) Label each tetrahedral stereogenic center as R or S. (c) How many stereoisomers are possible for iejimalide B?
1. Predict the major product(s) for the following reactions. Indicate stereochemistry and draw enantiomers when appropriate. Show stereochemistry with two lines in the plane and a wedge and/or dash at the chirality center. No reaction mechanisms are necessary. (a) :0: (b) :0: 1. H₂O €0. Na:QH 2. H+, H₂O 1. H₂O ee.. Na:OH 2. H+, H₂O 2. (a) Copy the reaction scheme for the ester hydrolysis of methyl salicylate (see Scheme 7), make a table showing the physical properties of methyl salicylate, 3.0 M NaOH and salicylic acid, and (b) outline the experimental procedure in your laboratory notebook. Reaction NaOH(aq) ONa HCl(aq) OH ONa Methyl salicylate OH OH Salicylic acid + NaCl + -OH
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