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Sigma-Aldrich

2,6-Bis(2-benzimidazolyl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C19H13N5
CAS Number:
28020-73-7
Molecular Weight:
311.34
MDL number:
MFCD00134500
UNSPSC Code:
12352100
PubChem Substance ID:
24863632
NACRES:
NA.22

mp

>300 °C (lit.)

SMILES string

c1cc(nc(c1)-c2nc3ccccc3[nH]2)-c4nc5ccccc5[nH]4

InChI

1S/C19H13N5/c1-2-7-13-12(6-1)21-18(22-13)16-10-5-11-17(20-16)19-23-14-8-3-4-9-15(14)24-19/h1-11H,(H,21,22)(H,23,24)

InChI key

JBKICBDXAZNSKA-UHFFFAOYSA-N

Related Categories

General description

2,6-Bis(2-benzimidazolyl)pyridine acts as tridentate nitrogen donor ligand and reacts with UO2Cl2·3THF to form complexes. It is reported as an efficient anion receptor providing chemical shift and optical modification based signals for the detection of acetate ions. 2,6-bis(2-benzimidazolyl)pyridine is a V-shaped ligand and its picrate Mn(II) complex has been prepared. 2,6-Bis(2-benzimidazolyl)pyridine is also reported as an optical sensor useful for the aniline recognition.

Application

2,6-Bis(2-benzimidazolyl)pyridine may be employed as a chemosensor for the detection of fluoride ions. It may be used as a sensor for the detection of toxic metabolites of benzene such as phenol, hydroquinone, resorcinol, catechol and p-benzoquinone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Liming Zhang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 74(5), 1060-1063 (2009-10-17)
In this paper, an optical sensor, 2,6-bis(2-benzimidazolyl)pyridine, is reported to be highly selective towards aniline. A unique spectral response of 2,6-bis(2-benzimidazolyl)pyridine towards aniline is found, and a linear relationship between the sensor's emission intensity and the aniline's concentration is observed
Utilization of 2, 6-bis (2-benzimidazolyl) pyridine to detect toxic benzene metabolites.
Chetia B and Iyer PK.
Tetrahedron Letters, 48(1), 47-50 (2007)
Roy Copping et al.
Inorganic chemistry, 53(5), 2506-2515 (2014-02-18)
The reaction of UO2Cl2·3THF with the tridentate nitrogen donor ligand 2,6-bis(2-benzimidazolyl)pyridine (H2BBP) in pyridine leads to the formation of three different complexes: [(UO2)(H2BBP)Cl2] (1), [(UO)2(HBBP)(Py)Cl] (2), and [(UO2)(BBP)(Py)2] (3) after successive deprotonation of H2BBP with a strong base. Crystallographic determination
2, 6-Bis (2-benzimidazolyl) pyridine as a chemosensor for fluoride ions.
Chetia B and Iyer PK.
Tetrahedron Letters, 49(1), 94-97 (2008)
Huilu Wu et al.
European journal of medicinal chemistry, 45(11), 5324-5330 (2010-09-21)
A V-shaped ligand 2,6-bis(2-benzimidazolyl)pyridine (bbp) and its picrate Mn(II) complex have been synthesized and characterized by elemental analysis, molecular conductivities, (1)H NMR, IR, UV-vis spectra and X-ray single crystal diffraction. The crystal structure of [Mn(bbp)(2)](pic)(2)·2DMF is six-coordinated forming a distorted
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