Anabasine
Title: Anabasine
CAS Registry Number: 494-52-0
CAS Name: 3-(2-Piperidinyl)pyridine
Additional Names: 2-(3-pyridyl)piperidine; neonicotine
Molecular Formula: C10H14N2
Molecular Weight: 162.23
Percent Composition: C 74.04%, H 8.70%, N 17.27%
Literature References: In Anabasis aphylla L., Chenopodiaceae: Orechoff, Menschikoff, Ber. 64, 266 (1931); in Nicotiana glauca Graham, Solanaceae: Smith, J. Am. Chem. Soc. 57, 959 (1935); Pyriki, Oehler, Pharmazie 9, 685 (1954). Synthesis: Späth, Ber. 70B, 70 (1937). Extracted on a large scale in Russia. Industrial extraction processes: Sadykov, Timbekov, J. Appl. Chem. USSR 29, 148 (1956). Abs config: Lukes et al., Collect. Czech. Chem. Commun. 27, 751 (1962).
Properties: Liquid, bp 270-272°; bp14 145-147°; bp2 105°. Freezes at 9°. d420 1.0455. nD20 1.5430. [a]D20 -83.1°. Sol in water and in most organic solvents.
Boiling point: bp 270-272°; bp14 145-147°; bp2 105°
Optical Rotation: [a]D20 -83.1°
Index of refraction: nD20 1.5430
Density: d420 1.0455
 
Derivative Type: Hydrochloride
Properties: [a]D +16.5° (c = 10 in water).
Optical Rotation: [a]D +16.5° (c = 10 in water)
 
CAUTION: Acute and subacute toxicity: increased salivation, vertigo, confusion, disturbed vision and hearing, photophobia, cold extremities, nausea, vomiting, diarrhea, syncope, clonic spasms.
Use: Insecticide.

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