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Separation and Structure of Chiral S ‐Malic Acid Hydrate
Author(s) -
Me JingJing,
Xu DuanJun,
Wu JingYun,
Chiang Michael Y.
Publication year - 2002
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20020200419
Subject(s) - chemistry , orthorhombic crystal system , malic acid , hydrate , reagent , crystal structure , crystallography , carboxylate , stereochemistry , medicinal chemistry , organic chemistry , citric acid
Crystals of the chiral malic acid hydrate (C 4 H 6 O 3 · H 2 O) were unexpectedly obtained from an ethanol/water solution containing racemic D, L ‐malic acid and L ‐asparagine. The crystal belongs to orthorhombic space group P 2 1 2 1 2 1 with cell dimensions of a = 0.5576(1), b = 0.9818(2), c = 1.1793(2) nm, V = 0.6455(2) nm 3 , Z = 4, μ(Mo K a =0.152 mm −1 , F (000) = 320, D c = 1.565 g·cm −3 , R = 0.051, wR = 0.136 for 657 observed reflections [ I < 2σ( I )]. The significant difference in bond distances for carboxyl groups suggests that the crystal consist of malate anion and protonized crystalline water. This is a report for direct separation of racemic mixture, i.e ., without the formation of a molecular complex of raceme with a chiral separating reagent.