2,2'-Biquinoline
![]() | |
Names | |
---|---|
Preferred IUPAC name 2,2′-Biquinoline | |
Other names 2,2′-Biquinolyl; 2-Quinolin-2-ylquinoline; Cuproin | |
Identifiers | |
CAS Number |
|
3D model (JSmol) |
|
ChemSpider |
|
ECHA InfoCard | 100.003.961 ![]() |
EC Number |
|
PubChem CID |
|
UNII |
|
CompTox Dashboard (EPA) |
|
InChI
| |
| |
Properties | |
Chemical formula | C18H12N2 |
Molar mass | 256.308 g·mol−1 |
Appearance | White solid |
Density | 1.374 g/cm3[1] |
Melting point | 194.5 °C (382.1 °F; 467.6 K) |
Hazards | |
GHS labelling: | |
Pictograms | ![]() |
Warning | |
Hazard statements | H315, H319, H335 |
Precautionary statements | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, 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 |
Chemical compound
2,2′-Biquinoline is an organic compound with the formula (C9H6N)2. It is one of several biquinolines. It is prepared by reductive coupling of 2-chloroquinoline.[2] It is a colorimetric indicator for organolithium compounds.[3]
Ligand properties
![](http://upload.wikimedia.org/wikipedia/commons/thumb/2/25/HAYJUO.png/180px-HAYJUO.png)
2,2′-Biquinoline is a bidentate ligand. Unlike the related complexes of 2,2′-bipyridine, the metal does not typically occupy the plane of the biquinoline.
References
- ^ Folting, K.; Merritt, L. L. (1977). "2,2'-Biquinolyl". Acta Crystallographica Section B. 33 (11): 3540–3542. doi:10.1107/S0567740877011406.
- ^ Nelson, Todd D.; Crouch, R. David (2004). "Cu, Ni, and Pd Mediated Homocoupling Reactions in Biaryl Syntheses: The Ullmann Reaction". Organic Reactions. 15: 265–555. doi:10.1002/0471264180.or063.03. ISBN 0471264180.
- ^ Watson, Spencer Charles; Eastham, Jerome F. (1967). "Colored Indicators for Simple Direct Titration of Magnesium and Lithium Reagents". Journal of Organometallic Chemistry. 9: 165–8. doi:10.1016/S0022-328X(00)92418-5.
- ^ Ha, Kwang (2012). "(2,2′-Biquinoline-κ2-N,N′)dibromidopalladium(II)". Acta Crystallographica Section E. 68 (5): m618. doi:10.1107/S1600536812015425. PMC 3344352. PMID 22590118.