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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:
113176
EC Number:
209-036-3
MDL number:
MFCD00006416
UNSPSC Code:
12352103
PubChem Substance ID:
24857197
NACRES:
NA.23
Pricing and availability is not currently available.

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.[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
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000319329
0000271883
0000220222
0000220100
0000210288

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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
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)
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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    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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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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