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289426

Sigma-Aldrich

4,4′−Dipyridyl

98%

Synonym(s):

4,4′-Bipyridyl, 4,4′-Bipyridine

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About This Item

Empirical Formula (Hill Notation):
C10H8N2
CAS Number:
553-26-4
Molecular Weight:
156.18
Beilstein/REAXYS Number:
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

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Coordination Polymers of Co(NCS)2 with Pyrazine and 4,4`-Bipyridine:? Syntheses and Structures
Lu J, et al.
Inorganic Chemistry, 36 (5), 923-929 null
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)
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)
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)
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
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