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Merck

289426

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:
Molecular Weight:
156.18
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
209-036-3
Beilstein/REAXYS Number:
113176
MDL number:

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InChI key

MWVTWFVJZLCBMC-UHFFFAOYSA-N

InChI

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

SMILES string

c1cc(ccn1)-c2ccncc2

assay

98%

form

powder

bp

305 °C (lit.)

mp

109-112 °C (lit.)

Quality Level

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1 of 4

This Item
798533552933D216305
form

powder

form

powder or crystals (anhydrous)

form

-

form

powder or crystals, powder or granules

assay

98%

assay

99%

assay

98%

assay

≥99%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

mp

109-112 °C (lit.)

mp

70-73 °C (lit.)

mp

59-63 °C (lit.)

mp

70-73 °C (lit.)

bp

305 °C (lit.)

bp

273 °C (lit.)

bp

-

bp

273 °C (lit.)

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.[1][2][3]
4,4′-bpy is popularly used to bridge metal centers to form coordination polymers with novel properties.[4] 4,4′-bpy ligands can mediate electronic effects between paramagnetic metals ions by stabilizing the magnetic ordering.[5]

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.[6]
BPY is a ligand that forms a network between the transition metals which results in the formation of coordination bond.[7] Hybrid nanosheets can be prepared by using a coordination polymer and BPY as a complex linker.[1] It consists of two active sites which can be used for the development of drugs.[8]

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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
Investigation of supramolecular interaction in 4, 4′-bipyridine crystal by hydrostatic pressure spectroscopies.
Li A, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 202(40), 70-75 (2018)
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)

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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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