Nomenclature
CAS number: 595-05-1
C
22H
26N
4; mol wt 346.47.
C 76.27%, H 7.56%, N 16.17%.
Description and references
In Calycanthus floridus L., C. glaucus Willd.; Chimonanthus praecox (L.) Link, Calycanthaceae. First isoln: Eccles, Proc. Am. Pharm. Assoc. 84, 382 (1888). Extraction
procedure: Manske-Marion, Can. J. Res. 17B, 293 (1939). Structure: Woodward et al., Proc. Chem. Soc. London 1960, 76; Hamor et al., ibid. 78; Hamor,
Robertson, J. Chem. Soc. 1962, 194. Configuration: Clayton et al., Tetrahedron 18, 1495 (1962).
Synthesis of dl-form: Hendrickson et al., ibid. 20, 565 (1964); Hall et al., ibid. 23, 4131 (1967).
Properties
Crystals, mp 245° (evac tube). [α]D18 +684° (c = 1.2 in abs alc). uv max (95% ethanol): 250, 309 nm (log ε 4.28, 3.80). Alkaline reaction to litmus.
Freely sol in alc, chloroform; sol in ether, acetone, pyridine; slightly
sol in water.Derivative
Monohydrate.
Properties
Orthorhombic bipyramidal crystals from water, mp 220°.Caution
Highly toxic. Can cause violent
convulsions, paralysis, cardiac depression.