2,3'-bipyridine
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | 2,3'-bipyridine | |||||||||||||||
other names |
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Molecular formula | C 10 H 8 N 2 | |||||||||||||||
Brief description |
colorless liquid |
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properties | ||||||||||||||||
Molar mass | 156.19 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
1.14 g cm −3 (20 ° C) |
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boiling point |
295-296 ° C |
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Refractive index |
1.6223 |
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safety instructions | ||||||||||||||||
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Toxicological data | ||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
2,3'-Bipyridine is a chemical compound belonging to the class of heterocycles . The alkaloid consists of two pyridine rings which are linked at positions 2 and 3 ′ to form a bipyridine .
Occurrence
2,3′-Bipyridine is one of the tobacco alkaloids and occurs naturally in tobacco plants . In a comparison of 52 smoking tobacco, 0.5–1.5 mg 2,3′-bipyridine could be detected per gram of tobacco. In addition to tobacco, the marine worms ( Hoplonemertine ) Amphiporus angulatus also contain 2,3′-bipyridine.
presentation
2,3'-bipyridine can be prepared by dehydrogenation of anabasine for example with zinc or by the dehydrogenation of anatabine by palladium are produced.
Properties and use
It is a colorless liquid that boils at 295–296 ° C. Since 2,3′-bipyridine (like the other bipyridines) is a good complexing agent, it is used for the photometric determination of Cu 2+ ions.
Individual evidence
- ↑ TT Denton, X. Zhang, JR Cashman: 5-Substituted, 6-Substituted, and Unsubstituted 3-Heteroaromatic Pyridine Analogues of Nicotine as Selective Inhibitors of Cytochrome P-450 2A6 , in: J. Med. Chem. , 2005 , 48 , Pp. 224-239.
- ↑ a b c E. Späth, S. Binietzki: N-methyl-pyrrolidine, a new tobacco alkaloid, and on the constitution of iso-nicotein , in: Chem. Ber. , 1939 , 72 , pp. 1809-1815.
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ Experientia. Vol. 32, Pg. 684, 1976 .
- ↑ Careen Merckel, Fritz Pragst : Analysis of cigarettes on additives , Institute of Forensic Medicine, Charité Berlin, 2005..
- ^ A b A. Townshend, DT Thorburn-Burns, E. Newman, R. Lobinski, GG Guilbault, Z. Marczenko: Dictionary of Analytical Reagents. CRC Press, 1993, ISBN 0-412-35150-1 .
- ↑ A. Orechoff, G. Menschikoff: About the alkaloids of Anabasis aphylla L. , in: Chem. Ber. , 1931 , 64 , pp. 266-274.
- ↑ E. Späth, F. Kesztler: About the occurrence of d, l-nor-nicotine, d, l-anatabine and l-anabasine in tobacco , in: Chem. Ber. , 1937 , 70 , pp. 239, 242, 704-709.