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LITERATURE REFERENCES :<br />

Levorotatory tartaric acid having a dextro configuration . Although termed<br />

'unnatural,° its occurrence in nature has been demonstrated . Obtained in<br />

small amounts from racemic tartaric acid through biochemical cleavage<br />

using Penicillium notatum, Aspergillus griseus, A . niger or other<br />

microorganisms : Pasteur, rompt . Rend . 51, 298 (1060) . Alternate route<br />

using salt formation with d-methylamphetamine : Walton, J . Soc . Chem . Ind .<br />

64, 219 (1945) . Monograph : K . Freudenberg, Stereochemie 1, 11933),<br />

reprinted by J . W . Edwards (Ann Arbor, 1945) . Crystallographic data : A .<br />

N . Winchell, The Optical Properties of Organic-Compounds (Academic Press,<br />

New York, 2nd ed ., 1954) p 47 .<br />

PHYSICAL DATA :<br />

Monaclinic sphenoidal prisms . d 4 20 1 .7598 . mp 160-170degrees .<br />

( .alpha .) D 20 -12 .0 degrees (c = 20 in H 2 0) . pKa 1 2 .93 ; pXa 2<br />

4 .23 . One gram dissolves in 0 .75 ml water at room temp, in 0 .5 ml boiling<br />

water, 1 .7 ml methanol, 3 ml ethanol, 0 .5 ml propanol, 250 ml ether . Also<br />

sol in glycerol . Insol in chloroform . Maximum soly in water at 20<br />

degrees : 139 g/100 ml . Note : This acid is not an article of commerce,<br />

catalogs and advertisements notwithstanding . What is shipped in<br />

commercial quantities is invariably L-tartaric acid .<br />

REFERENCE KEYS PRESENT : config ; Properties<br />

DATA KEYS PRESENT : Molecular weight ; Melting point ; Density ; Optical<br />

rotation<br />

13<br />

<strong>http</strong>://<strong>legacy</strong>.<strong>library</strong>.<strong>ucsf</strong>.<strong>edu</strong>/<strong>tid</strong>/<strong>tie64c00</strong>/<strong>pdf</strong>

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