Title: Halostachine
CAS Registry Number: 495-42-1
CAS Name: (aR)-a-[(Methylamino)methyl]benzenemethanol
Additional Names: (-)-a-(methylaminomethyl)benzyl alcohol; 1-hydroxy-1-phenyl-2-methylaminoethane; (-)-phenyl(methylaminomethyl)carbinol; 2-methylamino-1-phenylethanol
Molecular Formula: C9H13NO
Molecular Weight: 151.21
Percent Composition: C 71.49%, H 8.67%, N 9.26%, O 10.58%
Literature References: Isoln from Halostachis caspica (Halostachis caspia): Menshikov, Rubinshtein, J. Gen. Chem. USSR 13, 801 (1943), C.A. 39, 1172 (1945). Synthesis: Menshikov, Borodina, J. Gen. Chem. USSR 17, 1569 (1947), C.A. 42, 2245 (1948). Configuration: Lukes et al., Collect. Czech. Chem. Commun. 26, 466 (1961). As a possible cause of ryegrass staggers: Aasen et al., Aust. J. Agric. Res. 20, 71 (1969). TLC determn in rye and fescue grasses: L. P. Bush, J. A. D. Jeffreys, J. Chromatogr. 111, 165 (1975). Vasoactive potential: C. B. Davis et al., Vet. Hum. Toxicol. 25, 6 (1983). One pot synthesis: P. Zandbergen et al., Tetrahedron 48, 3977 (1992).
Properties: Crystals, mp 43-45°. [a]D20 -47.03°. Soluble in water, alc, ether.
Melting point: mp 43-45°
Optical Rotation: [a]D20 -47.03°
Derivative Type: Hydrochloride
Properties: Crystals from alcohol, mp 113-114°. [a]D20 -52.46°. Freely sol in water.
Melting point: mp 113-114°
Optical Rotation: [a]D20 -52.46°
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