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15658-60-3

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15658-60-3 Usage

Chemical Properties

Yellow to red crystalline powder

Synthesis

Pyridine-2,6-dicarboxylic acid (10.0g, 59.9mmol) was added into ethanol (120mL), then 3 drops of concentrated sulfuric acid were added. The mixture was heated to reflux for 8 hours. After evaporation of the solvent, the solid residue was washed with saturated Na2CO3 aqueous solution and extracted with chloroform for 3 times. The organic phase was dried with small amount of MgSO4. The solvent was removed to afford 1 as white powder (12.6g, 56.3mmol, yield = 94%). 1 H-NMR (400MHz, CDCl3) δ ppm 8.29 (d, J = 7.80 Hz, 2H), 8.01 (t, J = 7.80, 7.80 Hz, 1H), 4.50 (q, J = 7.12, 7.12, 7.12 Hz, 2H), 1.47 (t, J = 7.13, 7.13 Hz, 3H). 13C-NMR (100 MHz, CDCl3) δ ppm 164.6, 148.6, 138.2,127.8, 62.3,14.2,14.2. ESI MS: m/z = 224.1 [M+H]+ , 246.1 [M+Na]+ .

Check Digit Verification of cas no

The CAS Registry Mumber 15658-60-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,6,5 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 15658-60:
(7*1)+(6*5)+(5*6)+(4*5)+(3*8)+(2*6)+(1*0)=123
123 % 10 = 3
So 15658-60-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H13NO4/c1-3-15-10(13)8-6-5-7-9(12-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3

15658-60-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethyl 2,6-Pyridinedicarboxylate

1.2 Other means of identification

Product number -
Other names Diethyl 2,6-pyridinedicarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15658-60-3 SDS

15658-60-3Related news

Determination by MALDI-TOF MS of the structures obtained from polytransesterification of Diethyl 2,6-pyridinedicarboxylate (cas 15658-60-3) and poly(ethylene glycol)09/01/2019

Polyesters from reaction of diethyl 2,6-pyridinedicarboxylate with poly(ethylene glycol) 1000 were synthesized through a polytransesterification process using titanium(IV) alkoxide as catalyst. The resulting polyesters were characterized by size-exclusion chromatography (SEC) and matrix-assisted...detailed

15658-60-3Relevant articles and documents

Investigations into the synthesis and fluorescence properties of Eu(III), Tb(III), Sm(III) and Gd(III) complexes of a novel bis-β-diketone-type ligand

Luo, Yi-Ming,Chen, Zhe,Tang, Rui-Ren,Xiao, Lin-Xiang,Peng, Hong-Jian

, p. 513 - 516 (2008)

A novel bis-β-diketon ligand, 1,1′-(2,6-bispyridyl)bis-3-phenyl-1,3-propane-dione (L), was designed and synthesized and its complexes with Eu(III), Tb(III), Sm(III) and Gd(III) ions were successfully prepared. The ligand and the corresponding metal comple

-

Backes et al.

, p. 1061 (1972)

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In search for mononuclear helical lanthanide building blocks with predetermined properties: Lanthanide complexes with diethyl pyridine-2,6-dicarboxylate

Renaud, Fabien,Piguet, Claude,Bernardinelli, Gerald,Buenzli, Jean-Claude G.,Hopfgartner, Gerard

, p. 1660 - 1667 (1997)

The ligand diethyl pyridine-2,6-dicarboxylate (L5) reacts with Ln(III) in acetonitrile to successively give the complexes [Ln(L5)'1]3+ (Ln = La to Lu, i =1-3). Spectroscopic investigations (ES-MS, UV/Vis, NMR) show that the 1:3 complexes [Ln(L5)3]3+ have poor stability in solution and exist as a mixture of rapidly interconverting conformers. Variable-temperature NMR data show that the helical P? M interconversion and dynamic on-off equilibria of the ester side arms both control the observed average structure in solution. Contrary to similar lanthanide building blocks possessing benzimidazole or carboxamide side arms, [Eu(L5)3]3+ has a sizable quantum yield in anhydrous acetonitrile; this has been attributed to an improved ligand → Eu(III) energy transfer resulting from a good energetic match between the ligand- and metal-centered excited states. Pure 1:3 complexes cannot be isolated in the solid state, but crystalline 1:2 complexes [Ln(L5)2](TfO)3 · nH2O have been prepared. The X-ray crystal structure of [Eu(L5)2(TfO)2(OH2)]TfO (1) reveals two meridionally tricoordinated ligands L5, but the long Eu-O(ester) bonds imply only weak interactions between the carbonyl groups of the ester side arms and Eu(III), providing a limited protection of the metallic site. The photophysical studies show that nonacoordinate Eu(III) in 1 binds an additional water molecule to give a decacoordinate complex in the solid state, thus confirming the accessibility of the metallic site for further complexation.

Highly sensitive and selective "naked eye" sensing of Cu(ii) by a novel amido-imine based receptor: A spectrophotometric and DFT study with practical application

Bhattacharyya, Arghyadeep,Ghosh, Soumen,Guchhait, Nikhil

, p. 28194 - 28199 (2016)

We report the synthesis of a novel compound (E)-bis-N′-((1H-pyrrol-2-yl)methylene)-pyridine-2,6-carbohydrazide and its sensing ability to detect copper(ii) ion in aqueous medium by a sharp color change from yellow to brown, the sensing limit being 4.0 × 10-9 M. Theoretical modeling of the compound and its copper complex was performed. Practical utility was explored by successful paper strip response.

2,6-Bis(5-(2,2-dimethylpropyl)-1H-pyrazol-3-yl)pyridine as a ligand for efficient actinide(III)/lanthanide(III) separation

Bremer, Antje,Ruff, Christian M.,Girnt, Denise,Muellich, Udo,Rothe, Joerg,Roesky, Peter W.,Panak, Petra J.,Karpov, Alexei,Mueller, Thomas J. J.,Denecke, Melissa A.,Geist, Andreas

, p. 5199 - 5207 (2012)

The N-donor complexing ligand 2,6-bis(5-(2,2-dimethylpropyl)-1H-pyrazol-3- yl)pyridine (C5-BPP) was synthesized and screened as an extracting agent selective for trivalent actinide cations over lanthanides. C5-BPP extracts Am(III) from up to 1 mol/L HNO3 with a separation factor over Eu(III) of approximately 100. Due to its good performance as an extracting agent, the complexation of trivalent actinides and lanthanides with C5-BPP was studied. The solid-state compounds [Ln(C5-BPP)(NO3)3(DMF)] (Ln = Sm(III), Eu(III)) were synthesized, fully characterized, and compared to the solution structure of the Am(III) 1:1 complex [Am(C5-BPP)(NO3) 3]. The high stability constant of log β3 = 14.8 ± 0.4 determined for the Cm(III) 1:3 complex is in line with C5-BPP's high distribution ratios for Am(III) observed in extraction experiments.

A molecular chain of four CoII ions stabilized by a tris-pyridyl/Bis - βdiketonate ligand

Barrios, Leoni A.,Aguila, David,Roubeau, Olivier,Murray, Keith S.,Aromi, Guillem

, p. 1130 - 1136 (2009)

The synthesis and characterization of a tris-pyridyl/bis - diketone molecule (H2L) is reported. This compound acts as a hexadentate ligand towards CoII to facilitate the assembly of a tetranuclear molecular chain of closely spaced metals with formula [Co4L 2(MeOH)8](NO3)4 (1), which exhibits a very flat [Co4L2]4+ platform, as determined by single-crystal X-ray diffraction crystallography. Complex 1 readily exchanges axial methanol ligands with water molecules. The bulk magnetization of the resulting hydrate, 1a, shows that the metals in the [Co4L 2]4+ moiety exhibit spin-orbit coupling and antiferromagnetic exchange interactions. CSIRO 2009.

Coordination-driven self-assembly of palladium(II)-based metallacalixarenes as anion receptors using flexible pyridine-bridged diimidazole ligands

Du, Wutong,Tong, Jin,Deng, Wei,Wang, Mingxue,Yu, Shuyan

supporting information, p. 485 - 488 (2020/04/15)

Two types of palladium(II)-based metallacalixarenes [ML]2+ and [ML2]2+ have been synthesized through coordination-driven self-assembly from a series of flexible pyridine-bridged diimidazole ligands [2,6-bis((1H-imidazol-1-yl)methyl) pyridine (L1), 2,6-bis((1H-benzo[d]imidazol-1-yl)methyl)pyridine (L2), 2,6-bis((1H-naphtho[2, 3-d]imidazol-1-yl)methyl)pyridine (L3)], with palladium(II)-based building blocks [Pd(BF4)2(M1-BF4) and (tmeda)Pd(NO3)2 (M2-NO3) (tmeda = N,N,N′,N′-tetramethyl-ethylenediamine)]. All complexes were characterized by NMR spectroscopy (1H NMR and 13C NMR), mass spectrometry (CSI-MS, ESI-HRMS) and elemental analysis. The single crystal X-ray diffraction analysis of [M1L22](NO3)2, [M1L32](NO3)2, [M1L32](PF6)2 and [M2L3](NO3)2 further confirmed the uniquely single bowl-shape and double bowl-shape structures. The anion binding properties within the metallacalixarenes as receptors were also investigated by NMR titration experiments in DMSO.

Spin State of Cobalt(II) 2,6-Bis(pyrazol-3-yl)pyridine Complex with a Redox-Active Ferrocenyl Substituent

Denisov,Nikovskii,Aliev,Polezhaev,Nelyubina, Yu. V.

, p. 480 - 487 (2021/07/16)

Abstract: The reaction of new 2,6-bis(pyrazol-3-yl)pyridine ligand (L) containing a redox-active ferrocenyl substituent with cobalt(II) salt gave the cobalt(II) complex [Co(L)2](ClO4)2 (I), which was isolated in a pure state and characterized by elemental analysis, NMR spectroscopy, cyclic voltammetry, and X-ray diffraction. According to X-ray diffraction data (CIF file CCDC no. 2049714) and the Evans method, which allows determining the spin state of paramagnetic compounds in solution on the basis of NMR spectra, the cobalt(II) ion in complex I occurs in the high-spin state and does not undergo temperature-induced spin transition in the temperature range of 120–370 K.

Highly ordered mesoporous functionalized pyridinium protic ionic liquids framework as efficient system in esterification reactions for biofuels production

Luque, Rafael,Rajabi, Fatemeh

, (2020/11/09)

Polysiloxane acidic ionic liquids containing pyridinium trifluoroacetate salts (PMO-Py-IL) were synthesized from pyridine containing organosilane precursors. Characterization by SEM, XRD, TGA, and nitrogen porosimetry confirmed that both pyridinium cation and trifluoroacetate anion were successfully incorporated within the organosilica network. The resulting organic-inorganic hybrid nanomaterial (PMO-Py-IL) was studied as nanocatalyst in free fatty acids esterification into biodiesel-like compounds. Remarkably, the synergistic hydrophilic/hydrophobic effect of pyridinium and trifluoroacetate ionic liquid in the well-ordered channels of PMO-Py-IL nanomaterial enhanced the activity toward sustainable biodiesel-like esters production. More importantly, PMO-Py-IL nanocatalyst also exhibited an exceptional activity and stability. The catalyst could be easily separated to reuse at least in ten reactions runs preserving almost intact its catalytic activity under otherwise identical conditions to those employed for the fresh catalysts.

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