pelletierine Chemical Properties

Melting point:

130-132 °C

Boiling point:

195 °C

Density 

0.918±0.06 g/cm3(Predicted)

storage temp. 

Hygroscopic, -20°C Freezer, Under inert atmosphere

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Oil

pka

pK1:9.45 (15°C)

color 

Colourless to Light Yellow

Stability:

Hygroscopic

pelletierine Usage And Synthesis

Description

An alkaloid of this name was discovered by Tanret but when this alkaloid was shown to be (±)-pelletierine, the name was adopted for this particular base isolated from Punica granatum. The alkaloid is an oily liquid which yields a number of well crystalline salts and derivative: the hydrochloride, m.p. 143°C; hydrobromide, m.p. 149°C; picrate, m.p. 147 -8°C and the picrolonate, m.p. 185-6°C. The N-acetyl derivative is an oily liquid, b.p. 110-5°C/0.I mm while the N-benzoyl compound is crystalline with m.p. 72-4°C. The alkaloid may be prepared by the demethylation of methylisopelletierine, the action being revers_x0002_ible.

Definition

ChEBI: Pelletierine is a citraconoyl group.

References

Tanret., Compt. rend., 88, 716 (1879) Tanret., ibid, 90, 696 (1880) Hesse., Rev. trav. Chim., 52, 1005 (1919) Hess, Littman., Annalen, 494, 7 (1932) Wibaut, Kloppenburg, Beets., Rev. trav. Chim., 63, 134 (1944) Anet, Hughes, Ritchie., Nature, 164, 50 I (1949) Galinovsky, Branchetti, Vogl.,Monatsh., 84, 1221 (1953) Galinovsky, Hollinger., ibid, 85, 1012 (1954) Wibaut, Hirschel., Rev. trav. Chim., 75,225 (1956)

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