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373621

Sigma-Aldrich

4,4′-Dipyridyl N,N′-dioxide hydrate

98%

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About This Item

Empirical Formula (Hill Notation):
C10H8N2O2 · xH2O
CAS Number:
Molecular Weight:
188.18 (anhydrous basis)
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

98%

mp

220 °C (dec.) (lit.)

solubility

water: soluble 25 mg/mL, clear, yellow

SMILES string

O.[O-][n+]1ccc(cc1)-c2cc[n+]([O-])cc2

InChI

1S/C10H8N2O2.H2O/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10;/h1-8H;1H2

InChI key

WGMXNNUHJLHXQI-UHFFFAOYSA-N

General description

4,4′-Dipyridyl N,N′-dioxide reacts with various transition-metal salts in MeOH to afford a range of coordination polymers with 1-D chain and 2-D sheet architectures incorporating 36-hxl and 44-sql topologies. 4,4′-Dipyridyl N,N′-dioxide is reported to undergo hydrothermal reaction with d(10) metal ions (Cd2+ and Zn2+) to form three-dimensional grid-like coordination polymers. The electron density of the halogen-bonded complex of 4,4′-dipyridyl-N,N′-dioxide with 1,4-diiodotetrafluorobenzene at 90K has been studied by X-ray diffraction.

Application

4,4′-Dipyridyl N,N′-dioxide may be used:
  • as bidentate ligand in the preparation of co-ordination polymers of terbium(III)
  • as ligand in the preparation of 2D CuII complex, with a stacked wavelike structure, and 3D materials, with CoII and NiII
  • in the preparation of a Mg-based luminescent MIL-53 metal-organic framework (MOF)

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


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Déborah González Mantero et al.
Inorganic chemistry, 45(8), 3287-3294 (2006-04-11)
The reaction of M(S2O6) (M = Cu(II), Ni(II), and Co(II)) with 4,4'-bipyridine-N,N'-dioxide (bpdo) results in the formation of novel 3D, 2D, and mononuclear complexes. Complex 1, {[Cu(H2O)(bpdo)2](S2O6)(H2O)}n, is a 2-D wavelike polymer with the Cu(II) ion located on a 2-fold
Junhua Jia et al.
Inorganic chemistry, 47(19), 8652-8664 (2008-08-30)
Reaction of 4,4'-bipyridine -N, N' -dioxide (L) with a variety of transition-metal salts in MeOH affords a range of coordination polymer products. For the complexes [FeCl 3(mu-L)] infinity, 1, and ([Cu(L) 2(OHMe) 2(mu-L)].2PF 6. n(solv)) infinity, 2, 1D chain structures
De-Liang Long et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(9), 2026-2033 (2002-05-01)
Five different co-ordination polymers of terbium(III) and the bidentate ligand 4,4'-bipyridine-N,N'-dioxide (L), [Tb(L)(CH(3)OH)(NO(3))(3)](infinity) (1), ([Tb(L)(1.5)(NO(3))(3)].CH(2)Cl(2))(infinity) (2), ([Tb(L)(1.5)(NO(3))(3)].CH(3)OH.0.8H(2)O)(infinity) (3), ([Tb(L)(1.5)(NO(3))(3)].0.4C(2)Cl(4).0.8CH(3)OH)(infinity) (4), and [Tb(L)(2)(NO(3))(3)](infinity) (5) have been synthesised by the use of different "diffusion solvent mixtures", and structurally characterised by X-ray crystallography.
Bing An et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 122, 392-399 (2013-12-10)
Hydrothermal reactions of d(10) metal ions (Cd(2+) and Zn(2+)) with 1,4-naphthalenedicarboxylate acid (1,4-H2NDC) and 4,4'-dipyridyl N,N'-dioxide (4,4'-dpdo) form two three-dimensional grid-like coordination polymers [Cd2(1,4-NDC)2(4,4'-dpdo)]·H2O 1 and [Zn4(μ3-OH)2(1,4-NDC)3(H2O)2](4,4'-dpdo)·2H2O 2. Both coordination polymers were characterized by single crystal X-ray diffraction, IR spectroscopy
Dan Liu et al.
Dalton transactions (Cambridge, England : 2003), 43(40), 15237-15244 (2014-09-05)
In this article, we report the successful preparation of a Mg-based luminescent MIL-53 metal-organic framework (MOF), namely [Mg2(BDC)2(BPNO)]·2DMF (1) (BDC = 1,4-benzene dicarboxylate, BPNO = 4,4'-dipyridyl-N,N'-dioxide, DMF = N,N-dimethylformamide) in a mixed solvent containing a 2 : 3 volume ratio of DMF

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