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289426

Sigma-Aldrich

4,4′−Dipyridyl

98%

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Synonym(s):
4,4′-Bipyridyl, 4,4′-Bipyridine
Empirical Formula (Hill Notation):
C10H8N2
CAS Number:
553-26-4
Molecular Weight:
156.18
Beilstein:
113176
EC Number:
209-036-3
MDL number:
MFCD00006416
UNSPSC Code:
12352103
PubChem Substance ID:
24857197
NACRES:
NA.23

Quality Level

200

Assay

98%

form

powder

bp

305 °C (lit.)

mp

109-112 °C (lit.)

SMILES string

c1cc(ccn1)-c2ccncc2

InChI

1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H

InChI key

MWVTWFVJZLCBMC-UHFFFAOYSA-N

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General description

4,4′-Dipyridyl (BPY) is an organic linker mainly used in the preparation of coordination polymers. It is a pyridine derivative in which pyridyl groups can rotate along the carbon-carbon structure. It can be used as a catalyst for photoelectrochemical reduction.
4,4′-bpy is popularly used to bridge metal centers to form coordination polymers with novel properties. 4,4′-bpy ligands can mediate electronic effects between paramagnetic metals ions by stabilizing the magnetic ordering.

Application

4,4′-Dipyridyl (4,4′-bipyridine, 4,4′-bpy) and Co (NCS)2 solutions were interdifussed to form single crystals Co(NCS)2(4,4′-bipy)2·2(CH3CH2)2O and Co(NCS)2(4,4′-bipy)2·2(CH3CH2)2O.
BPY is a ligand that forms a network between the transition metals which results in the formation of coordination bond. Hybrid nanosheets can be prepared by using a coordination polymer and BPY as a complex linker. It consists of two active sites which can be used for the development of drugs.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

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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Kumar Biradha et al.
Chemical communications (Cambridge, England), (40)(40), 4169-4179 (2006-10-13)
Coordination polymers have attracted an enormous interest among chemists due to their novel physical and chemical properties. This review describes the role of 4,4'-bipyridine in discovering various coordination polymers with novel topologies that range from one-dimensional to three dimensional. The
Ultrafast photoinduced interfacial proton coupled electron transfer from cdse quantum dots to 4, 4′-bipyridine.
Chen J, et al.
Journal of the American Chemical Society, 138(3), 884-892 (2016)
Crystal engineering of coordination polymers using 4, 4′-bipyridine as a bond between transition metal atoms.
Biradha K, et al.
Chemical Communications (Cambridge, England), 138(40), 4169-4179 (2006)
Spin canting and metamagnetism in a 3D homometallic molecular material constructed by interpenetration of two kinds oc cobalt(II)-coordination polymer sheets
Zheng HM, et al.
Angewandte Chemie (International Edition in English), 44(20) (2005)
Bottom-up approach for the preparation of hybrid nanosheets based on coordination polymers made of metal-diethyloxaloacetate complexes linked by 4, 4′-bipyridine.
Portoles-Gil N, et al.
CrystEngComm, 19(34), 4972-4982 (2017)
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