2-Picolylamine
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Names | |
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Preferred IUPAC name
(Pyridin-2-yl)methanamine | |
Other names
2-aminomethylpyridine
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.020.991 ![]() |
EC Number |
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KEGG | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C6H8N2 | |
Molar mass | 108.144 g·mol−1 |
Density | 1.105 g/cm3 |
Melting point | −20 °C (−4 °F; 253 K) |
Boiling point | 203 °C (397 °F; 476 K) |
Hazards | |
GHS labelling: | |
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Signal word
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Danger |
H314, H319, H335 | |
P260, P261, P264, P271, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P337+P313, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
2-Picolylamine is an organic compound with the formula H2NCH2C5H4N. A colorless liquid, it is a common bidentate ligand and a precursor to more complex multidentate ligands such as tris(2-pyridylmethyl)amine. It is usually prepared by hydrogenation of 2-cyanopyridine. One such complex is Baratta's catalyst RuCl2(PPh3)2(ampy) (ampy = 2-picolylamine) for transfer hydrogenation.[1] Salts of the complex [Fe(pyCH2NH2)3]2+ exhibit spin crossover behavior, whereby the complex switches from high to low spin configurations, depending on the temperature.[2]
Safety[]
The oral LD50 in quail is low, being 750 mg/kg.[3]
References[]
- ^ Chelucci, Giorgio; Baldino, Salvatore; Baratta, Walter (2015). "Ruthenium and Osmium Complexes Containing 2-(aminomethyl)pyridine (Ampy)-Based Ligands in Catalysis". Coordination Chemistry Reviews. 300: 29–85. doi:10.1016/j.ccr.2015.04.007.
- ^ Gütlich, P. (2001). "Photoswitchable Coordination Compounds". Coordination Chemistry Reviews. 219–221: 839–879. doi:10.1016/S0010-8545(01)00381-2.
- ^ Shimizu, Shinkichi; Watanabe, Nanao; Kataoka, Toshiaki; Shoji, Takayuki; Abe, Nobuyuki; Morishita, Sinji; Ichimura, Hisao (2007). "Pyridine and Pyridine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_399.
Categories:
- Pyridines