2,2′-Bicinchoninic acid dipotassium salt trihydrate

Specifications

Purity

≥98%

Appearance

Off white to light red solid

Identity

1H-NMR

Water content (K.F.)

9.0-13.8%

Properties

Solvents

water

Documentation

Safety Data Sheet (SDS)

CDX B0719 MSDS.pdf

Shipping

AMBIENT

Short Term Storage

RT

Long Term Storage

RT

Handling Advice

Protect from light and moisture.

Use / Stability

Stable for at least 2 years after receipt when stored at RT.

Hazard statements

H315-H319-H335

Precautionary statements

P261-P264-P271-P280-P302+P352-P305+P351+P338

GHS Symbol

GHS07

Signal word

Warning

Transportation

Not dangerous goods

Description

2,2′-Biquinoline-4,4′-dicarboxylic acid dipotassium salt (BQC) is a water soluble biquinoline-based ligand. The oxidation of alcohols to the corresponding aldehydes and ketones, which can be performed by a variety of methods, remains one of the most important reactions in organic synthesis. BOC is used in the aerobic oxidation of alcohols (primary, secondary and benzylic) in the presence of palladium catalysts. The catalytic system composed of CuCl2 and BQC was found to be highly efficient for the selective oxidation of secondary benzylic, allylic and propargylic alcohols to the corresponding ketones, with aqueous t-butyl hydroperoxide under phase-transfer catalysis conditions. The catalytic system is stable and can be recycled and reused several times without loss of activity. Since the reaction solvent is only water and the oxidant is air, it may be used as a solvnt-free green alternative to the traditional methods of oxidation. BOC has also been used as an aqueous-phase catalyst for the hydrogenation of nitriles. As a complexing agent, BOC assists in the identification, extraction, and quantification of metal residues. BOC has been used for the determination of copper in wine. It binds to Cu(I) and forms a water-soluble complex that absorbs strongly at 562 nm.

Smiles

[K+].[K+].[H]O[H].[H]O[H].[H]O[H].[O-]C(=O)c1cc(nc2ccccc12)-c3cc(C([O-])=O)c4ccccc4n3

InChi Key

MUCQANVZZZELIW-UHFFFAOYSA-L

References

(1) G. Ferguson & A.N. Ajjou, Tetrahed. Lett. 44, 9139 (2003) , (2) A.N. Ajjou & J.-L. Pinet, J. Mol. Catal. A: Chem. 214, 203 (2004) , (3) B.P. Buffin, et al., J. Mol. Catal. A: Chem. 225, 111 (2005) , (4) J. Boudreaz, et al., Tetrahed. Lett. 47, 1695 (2006) , (5) A.N. Ajjou & G. Ferguson, Tetrahed. Lett. 47, 3719 (2006) , (6) D.M. Chisholm & J.S. McIndoe, Dalton Trans. 30, 3933 (2008) , (7) A. Rahman, et al., Chin. Chem. Lett. 22, 691 (2011) , (8) A.N. Ajjou & A. Robichaud, Appl. Organometall. Chem. 32, e4547 (2018) , (9) K. Krommyda, et al., Catal. Lett. 149, 1250 (2019) , (10) N. Kontoudakis, et al., Austr. J. Grape Wine Res. 26, 121 (2020)

InChi

InChi=1S/C20H12N2O4.2K.3H2O/c23-19(24)13-9-17(21-15-7-3-1-5-11(13)15)18-10-14(20(25)26)12-6-2-4-8-16(12)22-18,,,,,/h1-10H,(H,23,24)(H,25,26),,,3*1H2/q,2*+1,,,/p-2