2,2'-Biquinoline

2,2'-Biquinoline
Names
	Other names 2,2'-Biquinolyl; 2-Quinolin-2-ylquinoline; Cuproin
Identifiers
CAS Number	119-91-5;
3D model (JSmol)	Interactive image;
ChemSpider	8105;
ECHA InfoCard	100.003.961
EC Number	204-357-5;
PubChem CID	8412;
UNII	6RO6GA6RP3;
CompTox Dashboard (EPA)	DTXSID8059500;
	InChI InChI=1S/C18H12N2/c1-3-7-15-13(5-1)9-11-17(19-15)18-12-10-14-6-2-4-8-16(14)20-18/h1-12H Key: WPTCSQBWLUUYDV-UHFFFAOYSA-N;
	SMILES C1=CC=C2C(=C1)C=CC(=N2)C3=NC4=CC=CC=C4C=C3;
Properties
Chemical formula	C18H12N2
Molar mass	256.308 g·mol−1
Appearance	White solid
Melting point	194.5 °C (382.1 °F; 467.6 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

2,2'-Biquinoline is an organic compound with the formula (C₉H₆N)₂. It is one of several dimers of the bicyclic heterocycle called quinoline. It is prepared by reductive coupling of 2-chloroquinoline.[1] It is a colorimetric indicator for organolithium compounds.[2]

References

Nelson, Todd D.; Crouch, R. David (2004). "Cu, Ni, and Pd Mediated Homocoupling Reactions in Biaryl Syntheses: The Ullmann Reaction". Org. Reactions. 15. doi:10.1002/0471264180.or063.03.
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.

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[1] Nelson, Todd D.; Crouch, R. David (2004). "Cu, Ni, and Pd Mediated Homocoupling Reactions in Biaryl Syntheses: The Ullmann Reaction". Org. Reactions. 15. doi:10.1002/0471264180.or063.03.

[2] 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.