Title: Hygrine
CAS Registry Number: 496-49-1
CAS Name: 1-[(2R)-1-Methyl-2-pyrrolidinyl]-2-propanone
Additional Names: (+)-N-methyl-2-acetonylpyrrolidine
Molecular Formula: C8H15NO
Molecular Weight: 141.21
Percent Composition: C 68.04%, H 10.71%, N 9.92%, O 11.33%
Literature References: Occurs in leaves of Erythroxylon coca Lam., Erythroxylaceae of diverse origin: Liebermann, Ber. 22, 677 (1889). Synthesis: Galinovsky et al., Monatsh. Chem. 82, 551 (1951); Lukes et al., Collect. Czech. Chem. Commun. 24, 2433 (1959); Leonard, Cook, J. Am. Chem. Soc. 81, 5627 (1959). Enzymatic synthesis: Tuppy, Faltaous, Monatsh. Chem. 91, 167 (1960). Stereochemistry: Galinovsky et al., ibid. 84, 798 (1953). Absolute configuration: Lukes et al., Collect. Czech. Chem. Commun. 25, 483 (1960).
Properties: Liquid. bp11 76.5°; bp14 81°. nD20 1.4555. Sol in alcohol, chloroform, dil acids; slightly sol in water.
Boiling point: bp11 76.5°; bp14 81°
Index of refraction: nD20 1.4555
Derivative Type: Oxime
Molecular Formula: C8H16N2O
Molecular Weight: 156.23
Percent Composition: C 61.50%, H 10.32%, N 17.93%, O 10.24%
Properties: Crystals from ether, mp 123-124°.
Melting point: mp 123-124°
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