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D8801

Sigma-Aldrich

2,6-Diacetylpyridine

98%

Synonym(s):

1,1′-(2,6-Pyridinediyl)diethanone, 1-(6-Acetylpyridin-2-yl)ethanone

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About This Item

Empirical Formula (Hill Notation):
C9H9NO2
CAS Number:
Molecular Weight:
163.17
Beilstein/REAXYS Number:
118286
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

79-82 °C (lit.)

SMILES string

CC(=O)c1cccc(n1)C(C)=O

InChI

1S/C9H9NO2/c1-6(11)8-4-3-5-9(10-8)7(2)12/h3-5H,1-2H3

InChI key

BEZVGIHGZPLGBL-UHFFFAOYSA-N

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Application

2,6-Diacetylpyridine can be used as a starting material for the synthesis of:
  • Iron and cobalt bis(imino)pyridyl complexes, catalysts for ethylene oligomerization.
  • Thiosemicarbazone derivatives with potential application as anti-mycobacterial tuberculosis agent.
  • Macrocyclic pentadentate nitrogen–sulphur donor ligands by [1+1] condensation with 1,2-di(o-aminophenylthio)ethane.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Thiosemicarbazones, semicarbazones, dithiocarbazates and hydrazide/hydrazones: Anti-Mycobacterium tuberculosis activity and cytotoxicity.
Pavan FR, et al.
European Journal of Medicinal Chemistry, 45(5), 1898-1905 (2010)
Oligomerisation of Ethylene by Bis (imino) pyridyliron and-cobalt Complexes.
Britovsek GJP, et al.
Chemistry?A European Journal , 6(12), 2221-2231 (2000)
Chromium (III), manganese (II), iron (III), cobalt (II), nickel (II) and copper (II) complexes with a pentadentate, 15-membered new macrocyclic ligand.
Chandra S and Gupta K
Transition Metal Chemistry, 27(2), 196-199 (2002)
Manja Kubeil et al.
ChemistryOpen, 8(5), 637-642 (2019-05-30)
A photoactivatable ruthenium(II) carbonyl complex mer,cis-[Ru(II)Cl(BisQ)(CO)2]PF62 was prepared using a tridentate bisquinoline ligand (BisQ=(2,6-diquinolin-2-yl)pyridin). Compound 2 was thoroughly characterized by standard analytical methods and single crystal X-ray diffraction. The crystal structure of the complex cation reveals a distorted octahedral geometry.
Ali Sayqal et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 242, 118711-118711 (2020-08-02)
Herein, the presented manuscript provides for an extensive spectrofluorimetric method for micro determination of silver ion. This established method based on the use of the three synthesized 2,6-disubstituted pyridine derivatives (R1, R2 and R3) through exploiting their high fluorescence emission

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