Identification | Back Directory | [Name]
B-NICOTYRINE | [CAS]
487-19-4 | [Synonyms]
NICOTYRINE B-NICOTYRINE BETA-NICOTYRINE 3,2’-nicotyrine alpha-nicotyrine BETA-NITROTYRINE 1-methyl-2-(3-pyridyl)pyrrole 3-(1-methyl-2-pyrrolyl)-pyridin 3-(1-methyl-2-pyrrolyl)pyridine (3-(1)-METHYLPYRROL-2-YL)-PYRIDINE 1-Methyl-2-(3-pyridinyl)-1H-pyrrole 3-(1-methyl-1h-pyrrol-2-yl)-pyridin 3-(1-METHYL-1H-PYRROL-2-YL)PYRIDINE | [EINECS(EC#)]
207-651-1 | [Molecular Formula]
C10H10N2 | [MDL Number]
MFCD00468104 | [MOL File]
487-19-4.mol | [Molecular Weight]
158.2 |
Chemical Properties | Back Directory | [Appearance]
Clear Light Red-Brown Oil | [Melting point ]
168-169 °C | [Boiling point ]
78-80°C/0/15mm | [density ]
1.2410 | [refractive index ]
1.6057 (estimate) | [storage temp. ]
-20°C Freezer, Under Inert Atmosphere | [solubility ]
Chloroform (Slightly), Dichloromethane (Slightly), Ethyl Acetate (Slightly), Met | [form ]
Oil | [pka]
pK1:4.76(+1) (25°C) | [color ]
Pale Yellow to Brown to Dark Orange | [Stability:]
Light, Air Sensitive | [EPA Substance Registry System]
Pyridine, 3-(1-methyl-1H-pyrrol-2-yl)- (487-19-4) |
Hazard Information | Back Directory | [Chemical Properties]
Clear Light Red-Brown Oil | [Uses]
Nicotryrine is an alkaloid derived from the dehydrogenation of nicotine and its analog, nornicotine. An alkaloid occurring in cigaret smoke. | [Description]
The occurrence of this alkaloid in the cigar type of tobacco has been reported by
Wenusch and subsequently confirmed by Spath and Kesztler. It forms a colour_x0002_less oil when pure and yields crystalline salts and derivatives, e.g. the p1atinichloride, m.p. 158°C; picrate, m.p. 170-1 °c and the methiodide, m.p. 2l1-3°e.
It may also be prepared from nicotine by oxidation with silver oxide, silver
acetate or potassium ferricyanide. With Zn and HCI, the base is reduced to nicotine and 4:5-dihydronicotyrine, b.p. 244-6°C, yielding a dipicrate, m.p. l64°e.
In the presence of prepared Pt02, the latter may be further reduced to dihydrometanicotine, the dipicrate of which has m.p. 161-2°C. Nicotyrine may be converted directly into nicotine in one operation by controlled hydrogenation in the
presence on Pd-e | [Definition]
ChEBI: Nicotyrine is a member of pyridines. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 54, p. 2476, 1989 DOI: 10.1021/jo00271a052 | [References]
Cahours, Etard., Bull. Soc. Chim. Fr., 34, 449 (1880) Pictet, Crepieux., Ber., 28, 1904 (1895) Pictet, Crepieux., ibid, 33, 2355 (1900) Wibaut, Oberhoff., Rec. trav. Chim., 47,935 (1928) Wenusch., Biochem. Zeit., 275,361 (1935) Spath, Kesztler., Ber., 70,2450 (1937) Spath, Wibaut, Kesztler., ibid, 71, 100 (1938) |
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