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1-(1-Methyl-2-piperidinyl)acetone

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CAS:18747-42-7
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1-(1-Methyl-2-piperidinyl)acetone Basic information
Product Name:1-(1-Methyl-2-piperidinyl)acetone
Synonyms:1-(1-Methyl-2-piperidinyl)acetone;Methylisopelletierine;(+/-)-1-Methylpelletierine;1-(1-Methyl-2-piperidinyl)-2-propanone;Methylisopunicine;N-Methylisopelletierine;1-(1-methylpiperidin-2-yl)propan-2-one;2-Propanone, 1-(1-methyl-2-piperidinyl)-
CAS:18747-42-7
MF:C9H17NO
MW:155.24
EINECS:
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Mol File:18747-42-7.mol
1-(1-Methyl-2-piperidinyl)acetone Structure
1-(1-Methyl-2-piperidinyl)acetone Chemical Properties
Boiling point 217℃
density 0.920
refractive index 1.4674
Fp 67℃
storage temp. Refrigerator
solubility Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly)
form Oil
pka9.53±0.10(Predicted)
color Orange to Very Dark Orange
Safety Information
MSDS Information
1-(1-Methyl-2-piperidinyl)acetone Usage And Synthesis
DescriptionThis alkaloid occurs in the bark of Punica Granatum L. and was first isolated by Piccinini under the name of isomethylpelletierine. The base is an oily liquid with an alkaline reaction, miscible with H20 and optically inactive. The hydrochloride has m.p. lS6°C; the hydrobromide, m.p. lSI-2°C; the aurichloride forms rosettes of orange-yellow needles, m.p. lIS-7°C and the picrate has m.p. lS7-8°C. The alkaloid may be resolved into its optically active components. (+)-methy1isopelletierine (+)-hydrogen tartrate has m.p. 133-4°C; [α]20D + 22.7°, the corresponding figures for the antipode being m.p. 132-40c;~aH)S - 20.83° while the two hydrochlorides have [α]18D + 11.08° and - 10.64° respectively.
The base gives a semicarbazone as colourless crystals, m.p. 169°C; an oxime, b.p. 1600C/12 mm and a hydrazone, b.p. lS4-SoC/29 mm. The methiodide yields cubic crystals, m.p. lS6°C. Oxidation with chromic acid in H2S04 furnishes N-methylpiperidine-2-carboxylic acid.
UsesMethylisopelletierine is the immediate precursor of psueudopelletierine. Methylisopelletierine is derived from lysine and acetate[1].
DefinitionChEBI: N-Methylpelletierine is a citraconoyl group.
ReferencesPiccinini., Gazzetta, 29, ii, 311 (1899)
Hess et al., Ber., SO, 344, 1386 (1917)
Hess et al., ibid, 51,741 (1918)
Hess et al., ibid, 52, 964, 100S (1919)
1-(1-Methyl-2-piperidinyl)acetone Preparation Products And Raw materials
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