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  • 1
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Resolution of Racemic Carbonyl Compounds by Means of Bifunctional Reagents with Optically Active Basesdl-Hydratropaaldehyde(I), dl-3-methylcyclohexanone (II) and dl-carvone (III) are converted with the bifunctional reagents 4-hydrazinobenzoic acid (1), 3-hydrazinobenzoic acid (2), phenylhydrazine-4-sulfonic acid (3) and oxalic acid monohydrazide (4) to hydrazonecarboxylic or sulfonic acids and then resolved by means of optically active bases (brucine, α-phenylethylamine, N-benzyl-α-phenylethylamine). 4 has the most marked anisotropic properties. - The conditions of crystallisation must be quoted with melting point data for characterization of the optically active N,N′-disubstituted hydrazones, since the values, like the specific rotations, are dependent on the temperature of solution and the solvent employed.
    Notes: dl-Hydratropaaldehyd (I), dl-3-Methyl-cyclohexanon (II) und dl-Carvon (III) werden mit den bifunktionellen Reagenzien 4-Hydrazino-benzoesäure (1), 3-Hydrazino-benzoesäure (2), Phenylhydrazin-4-sulfonsäure (3) und Oxalsäuremonohydrazid (4) in Hydrazoncarbonsäuren bzw. -sulfonsäuren umgewandelt und dann mittels optisch aktiver Basen (Brucin, α-Phenyl-äthylamin, N-Benzyl-α-phenyl-äthylamin) gespalten. 4 vermittelt hierbei die stärksten anisotropen Eigenschaften. - Bei der Angabe von Schmelzpunkten und spezifischen Drehwerten der optisch aktiven, kristallinen N.N′-disubstituierten Hydrazone müssen die Kristallisations-bedingungen mitgeteilt werden, da beide Werte von der Temperatur und vom Lösungsmittel beim Umkristallisieren abhängen.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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