Pseudoconhydrine
Title: Pseudoconhydrine
CAS Registry Number: 140-55-6
CAS Name: (3S-trans)-6-Propyl-3-piperidinol
Additional Names: 5-hydroxy-2-propylpiperidine; 5-hydroxyconiine
Molecular Formula: C8H17NO
Molecular Weight: 143.23
Percent Composition: C 67.08%, H 11.96%, N 9.78%, O 11.17%
Literature References: In Conium maculatum L., Umbelliferae (hemlock). Extraction procedure: Ladenburg et al., Ber. 24, 1671 (1891); Braun, Ber. 38, 3108 (1905); Löffler, Ber. 42, 116 (1909). Structure: E. Späth et al., Ber. 66, 591 (1933). Stereochemistry: R. K. Hill, J. Am. Chem. Soc. 80, 1611 (1958); K. Tadano et al., J. Carbohydr. Chem. 4, 129 (1985).
Properties: Hygroscopic needles from abs ether, mp 106° (monohydrate, scales, mp 60° from moist ether). bp 236°. [a]D20 +11° (c = 10 in alc). pK (18°): 3.70. Soluble in water and most organic solvents.
Melting point: mp 106°; mp 60° from moist ether
Boiling point: bp 236°
pKa: pK (18°): 3.70
Optical Rotation: [a]D20 +11° (c = 10 in alc)
 
Derivative Type: Hydrochloride
Molecular Formula: C8H17NO.HCl
Molecular Weight: 179.69
Percent Composition: C 53.47%, H 10.10%, N 7.79%, O 8.90%, Cl 19.73%
Properties: Crystals from alcohol, mp 213°. Freely sol in water, sparingly sol in alcohol, acetone.
Melting point: mp 213°

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