Determination of optical activity in monoclinic crystals of tartaric acid, (2R, 3R)-(+)-C4H6O6, using the ‘tilter’ method
نویسندگان
چکیده
The complete optical-gyration tensor for a monoclinic crystal of (2R, 3R)-(+)C4H6O6 has been determined by the tilter method at a wavelength of 680 nm. The tensor components in terms of rotatory power in relation to the principal axes of the indicatrix were found to be ρ◦ 11 = 79(7), ρ◦ 22 = 90(13), ρ◦ 33 = −70(4), ρ◦ 23 = −18(8)◦ mm−1 with ρ = −12.3(1.0)◦ mm−1 in the optic-axis directions. The absolute optical chirality has also been established by combining the structural chirality determination (through the x-ray anomalous scattering) and the signs of the gyration tensor components measured for the same crystal.
منابع مشابه
Proton-transfer and non-transfer in compounds of quinoline and quinaldic acid with L-tartaric acid.
The structures of two compounds of L-tartaric acid with quinoline, viz. the proton-transfer compound quinolinium hydrogen (2R,3R)-tartrate monohydrate, C9H8N+.C4H5O6-.H2O, (I), and the anhydrous non-proton-transfer adduct with quinaldic acid, bis(quinolinium-2-carboxylate) (2R,3R)-tartaric acid, 2C10H7NO2.C4H6O6, (II), have been determined at 130 K. Compound (I) has a three-dimensional honeycom...
متن کاملA Crystallization-Induced Asymmetric Transformation using Racemic Phenyl Alanine Methyl Ester Derivatives as Versatile Precursors to Prepare Amino Acids
L-Tyrosine and L-Dopa are the precursors in the biological synthesis of amine neurotransmitters. On the other hand, phenylalanine as an aromatic amino acid (AAA) is a precursor in the synthesis of L-Tyrosine and L-Dopa. For some substrates such as amino acids, resolution by the formation of diastereomers offers an attractive alternative. Among different methods in this case, crystallization-ind...
متن کاملPii: S0957-4166(97)00086-4
(2R,3R)-2,3-Diaminobutane-1,4-diol 6 and its dibenzyl ether 7 were efficiently synthesized starting from L-tartaric acid 1a. The crucial step, debenzylation of intermediate dibenzyloxydiazide 4, was accomplished in good yield by boron trichloride–dimethyl sulfide complex. The enantiomeric series was similarly obtained starting from D-tartaric acid. c 1997 Elsevier Science Ltd
متن کاملSynthesis of new chiral amines with a cyclic 1,2-diacetal skeleton derived from (2R, 3R)-(+)-tartaric acid.
The syntheses of new chiral cyclic 1,2-diacetals from (2R, 3R)-( )-tartaric acid are described. C(2)-symmetrical diamines were prepared via direct amidation of the tartrate or from the corresponding bismesylate via reaction with sodium azide. For C1-symmetrical compounds, the Appel reaction was used to form the key intermediate, a monochlorocarbinol, from the diol. Some of the new chiral compou...
متن کاملThe Novel Application of Chiral -Ethylphenyl Amine Tartaric Acid Salts- Cyanosilylation of Prochiral Aldehydes
The -ethylphenylamine tartaric acid salts 1a-1d were synthesized from R-(+)/S-(-)-ethylphenylamine by reacting with (2S,3S)-(+)/(2R,3R)-(-) dihydrobutanedioic acid. They were used as the catalysts in cyanosilylation of prochiral aldehydes to give the corresponding cyanohydrin trimethylsilyl ethers in moderate conversion at room temperature.
متن کامل