492-73-9

Basic information

• Product Name: Di-2-pyridylglyoxal
• Synonyms: DI-2-PYRIDYLETHANEDIONE;DI-2-PYRIDYLGLYOXAL;2,2'-PYRIDIL;ALPHA-PYRIDIL;TIMTEC-BB SBB008934;2,2'-Pyridyl;1,2-Di(pyridin-2-yl)ethane-1,2-dione;2,2''-PYRIDIL 98%
• CAS NO: 492-73-9
• Molecular Formula: C₁₂H₈N₂O₂
• Molecular Weight: 212.2
• EINECS: 207-759-9
• Product Categories: Bioactive Small Molecules;Building Blocks;C12;Cell Biology;Chemical Synthesis;Heterocyclic Building Blocks;P;Pyridines
• Mol File: 492-73-9.mol
• Article Data: 28

Chemical Properties

• Melting Point: 154-156 °C(lit.)
• Boiling Point: 400 °C at 760 mmHg
• Flash Point: 198.2 °C
• Appearance: /
• Density: 1.271 g/cm³
• PKA: 1.31±0.10(Predicted)
• CAS DataBase Reference: Di-2-pyridylglyoxal(CAS DataBase Reference)
• NIST Chemistry Reference: Di-2-pyridylglyoxal(492-73-9)
• EPA Substance Registry System: Di-2-pyridylglyoxal(492-73-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 492-73-9(Hazardous Substances Data)

Usage

General Description

Di-2-pyridylglyoxal, also known as DPG, is a chemical compound that is commonly used as a chelator for metal ions. It is known for its ability to selectively bind and chelate a variety of metal ions, including copper, nickel, and zinc. DPG has been widely used in analytical chemistry and biochemistry as a reagent for detecting and quantifying metal ions. Its chelating properties make it particularly useful in studying metal ion-dependent biological processes and in the development of metal ion-based sensors. Additionally, DPG has been investigated for its potential applications in medicinal chemistry, particularly in the development of metal-based anticancer drugs.

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 1141-06-6 2-hydroxy-1,2-di-2-pyridylethanone 
• 1115-15-7 divinyl sulfoxide 
• 3891-65-4 1,2-di(pyridin-2-yl)ethene-1,2-diol 
• 109-06-8 α-picoline 
• 41661-47-6 piperidin-4-one 
• 586-98-1 2-Hydroxymethylpyridine 
• 134296-07-4 6-formyl-2,2'-bipyridine 

Downstream Products

• 69466-57-5 3-methylsulphanyl-5,6-di-pyridin-2-yl-[1,2,4]triazine 
• 153179-95-4 5-trifluoromethyl-6-phenylsulfonyl-1,2-di(2-pyridyl)-3,4-diazahexa-2,4-dien-1-one 
• 98-98-6 2-Picolinic acid 
• 1046-57-7 3,5,6-tris(2-pyridyl)-1,2,4-triazine 
• 111531-11-4 pyridine-2-carboxylic acid-(2-oxo-1,2-di-[2]pyridyl-ethylamide) 
• 14050-01-2 copper(II) pyridine-2-carboxylate 
• 14678-71-8 2,5-diphenyl-3,4-bis(2-pyridyl)cyclopenta-2,4-dien-1-one 
• 122472-31-5 (E)-1,2-bis-benzoyloxy-1,2-di-[2]pyridyl-ethene 
• 101936-41-8 2-benzoyloxy-1,2-di-[2]pyridyl-ethanone 
• 102028-98-8 di-[2]pyridyl-acetic acid anilide 
• 100123-73-7 N'-(4-chlorophenylpicolino)hydrazide 

Relevant articles and documents

Oxidation of benzoin to benzil using Burgess Reagent

Synthetic utility of Burgess Reagent for the mild and efficient oxidation of benzoins to benzils is discussed.

Palladium(II)complexes of ambidentate and potentially cyclometalating 5-aryl-3-(2′-pyridyl)-1,2,4-triazine ligands

The 5-aryl-3-(2′-pyridiyl)-1,2,4-triazine ligands under study [5-phenyl-(PyTZPh)L1 5-(3-methoxyphenyl)-(PyTZ3Me-OPh)L2 5-(4-methoxyphenyl)-(PyTZ4MeOPh)L3 5-(4-trifluoromethylphenyl)-(PyTZ4CF3Ph)L4 5-(4-fluorophenyl)-(PyTZ4FPh)L5 and tris-3,5,6-(2′-pyridyl)-1,2,4-triazine (Py3TZ)L6] react with [(COD)PdCl2] (COD = 1,5-cyclooctadiento form complexes [(L1-6)PdCl2] with N,N bidentate binding ligands, also including the potentially N,N,N tridentate ligand L6. This was concluded from an in-depth NMR spectroscopic study of the new complexes and from comparison with Pd-terpy complexes [(R′ terpy)PdCl]Cl [R′terpy = 4′-R′-2,2′:6′,2′′-terpyridine R′ = H or SMe], showing definite tridentate N,N,N coordination, and with the Pd-bpy complexes [(bpy)Pd(Mes)Cl] and [(bpy)PdCl2], show-ing definite bidentate N,N binding. The new ligands and complexes were fully characterised by multinuclear NMR spectroscopy, IR spectroscopy and mass spectrometry. No evidence for the parent triazine complexes is observed in EI-MS instead, cyclometalated complexes (HCl eliminatiowere detected in all cases. TDA/TG experiments support this assumption. Attempts to prepare the cyclometalated derivatives as substances failed, in line with the unfavourable binding mode. Detailed electrochemical measurements reveal ligand-centred reductions at very moderate potentials, in line with UV/Vis absorption spectroscopy and DFT calculations, revealing very low-lying triazine-centred LUMOs. Results from cyclic voltammetry also support the composition of [(Py3TZ)PdCl2].

PTSA-catalyzed one-pot synthesis of quinoxalines using DMSO as the oxidant

An efficient p-toluene sulfonic acid–catalyzed, one-pot, two-step oxidative system for cyclization of o-diaminobenzene with 1,2-diaryl-2-hydroxyethanone to quinoxalines was described. A nontoxic, readily available oxidant, dimethylsulfoxide (DMSO), was applied in this process. A broad range of substrates was applied to this method, and target compounds were obtained with good yields.