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2-Pyridinecarboxaldehyde

Base Information Edit
  • Chemical Name:2-Pyridinecarboxaldehyde
  • CAS No.:1121-60-4
  • Molecular Formula:C6H5NO
  • Molecular Weight:107.112
  • Hs Code.:29333999
  • European Community (EC) Number:214-333-6
  • NSC Number:8951
  • UNII:KH86K8FHZ2
  • DSSTox Substance ID:DTXSID1061522
  • Nikkaji Number:J28.014C
  • Wikipedia:Pyridine-2-carbaldehyde
  • Wikidata:Q4596887
  • Metabolomics Workbench ID:66190
  • ChEMBL ID:CHEMBL274794
  • Mol file:1121-60-4.mol
2-Pyridinecarboxaldehyde

Synonyms:2-pyridinecarboxaldehyde;picolinaldehyde

Suppliers and Price of 2-Pyridinecarboxaldehyde
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Picolinal
  • 5g
  • $ 305.00
  • TRC
  • Picolinal
  • 25g
  • $ 85.00
  • TCI Chemical
  • 2-Pyridinecarboxaldehyde >98.0%(GC)
  • 500g
  • $ 558.00
  • TCI Chemical
  • 2-Pyridinecarboxaldehyde >98.0%(GC)
  • 100g
  • $ 194.00
  • TCI Chemical
  • 2-Pyridinecarboxaldehyde >98.0%(GC)
  • 25g
  • $ 70.00
  • SynQuest Laboratories
  • Pyridine-2-carboxaldehyde 97%
  • 10 g
  • $ 16.00
  • Sigma-Aldrich
  • 2-Pyridinecarbaldehyde 2-Pyridinecarbaldehyde for synthesis. CAS No. 1121-60-4, EC Number 214-333-6.
  • 8074700250
  • $ 255.00
  • Sigma-Aldrich
  • 2-Pyridinecarboxaldehyde 99%
  • 500g
  • $ 235.00
  • Sigma-Aldrich
  • 2-Pyridinecarboxaldehyde 99%
  • 100g
  • $ 70.10
  • Sigma-Aldrich
  • 2-Pyridinecarbaldehyde 2-Pyridinecarbaldehyde for synthesis. CAS No. 1121-60-4, EC Number 214-333-6.
  • 8074700050
  • $ 59.90
Total 218 raw suppliers
Chemical Property of 2-Pyridinecarboxaldehyde Edit
Chemical Property:
  • Appearance/Colour:Yellow liquid 
  • Vapor Pressure:0.906mmHg at 25°C 
  • Melting Point:-21--22 °C 
  • Refractive Index:n20/D 1.536(lit.)  
  • Boiling Point:180.2 °C at 760 mmHg 
  • PKA:3.8(at 20℃) 
  • Flash Point:54.4 °C 
  • PSA:29.96000 
  • Density:1.135 g/cm3 
  • LogP:0.89410 
  • Storage Temp.:2-8°C 
  • Sensitive.:Air Sensitive 
  • Water Solubility.:miscible 
  • XLogP3:0.4
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:1
  • Exact Mass:107.037113783
  • Heavy Atom Count:8
  • Complexity:82.6
Purity/Quality:

98% Min *data from raw suppliers

Picolinal *data from reagent suppliers

Safty Information:
  • Pictogram(s): ToxicT,Dangerous
  • Hazard Codes:Xn,Xi,N,T,F 
  • Statements: 10-22-36/37/38-51/53-46-43-34-23-52 
  • Safety Statements: 7-26-36-61-53-45-36/37/39-29-16-36/37 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Nitrogen Compounds -> Pyridines
  • Canonical SMILES:C1=CC=NC(=C1)C=O
  • General Description **2-Pyridinecarboxaldehyde** (also known as 2-formylpyridine or picolinaldehyde) is a versatile heterocyclic aldehyde used as a precursor in the synthesis of Schiff bases, thiosemicarbazones, and other ligands for metal coordination chemistry. It plays a key role in forming complexes with transition metals (e.g., Zn(II), Pd(II), Mn, Co, Cu), where its pyridine nitrogen and aldehyde group enable diverse coordination modes, influencing structural and catalytic properties. The compound is also employed in modeling enzymatic systems, such as NADH-alcohol dehydrogenase mimics, and in hybrid polymer synthesis, where its reactivity facilitates the incorporation of functional pendant groups. Its steric and electronic properties make it valuable for designing metal complexes with potential biological or catalytic applications.
Technology Process of 2-Pyridinecarboxaldehyde

There total 124 articles about 2-Pyridinecarboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With samarium diiodide; In tetrahydrofuran; for 0.583333h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80441-5
Refernces Edit

Zn(II) and Pd(II) complexes of thiosemicarbazone-S-alkyl esters derived from 2/3-formylpyridine

10.1081/SIM-120035948

This research investigates the synthesis and characterization of thiosemicarbazone-S-alkyl ester ligands derived from 2/3-formylpyridine and their complexes with Zn(II) and Pd(II) ions. The study aims to explore the structural properties and coordination behavior of these ligands with metal ions, given the biological significance of thiosemicarbazones and their metal complexes. Key chemicals used include thiosemicarbazide, methyl iodide, ethyl iodide, 2-formylpyridine, ZnCl?, and Li?[PdCl?]. The ligands and their metal complexes were characterized using elemental analyses, IR and 1H NMR spectroscopy. The findings reveal that the thiosemicarbazone-S-alkyl esters can act as mono-, bi-, or tridentate ligands depending on the alkyl group and metal ion, with notable differences in coordination behavior between Zn(II) and Pd(II) complexes. The study concludes that the coordination properties of these ligands are influenced by the position of the pyridine nitrogen and the steric hindrance of the alkyl group, providing insights into the design of metal complexes with potential biological applications.

Structural characterisation of metal complexes containing 1-[(4-methylphenyl)sulfonamido]-2-[(2-pyridylmethylene)amino]benzene

10.1039/b008932j

The study focuses on the synthesis and characterization of metal complexes containing the asymmetric and potentially tridentate Schiff base ligand 1-[(4-methylphenyl)sulfonamido]-2-[(2-pyridylmethylene)amino]benzene, denoted as [L3]~. The researchers used various metals including manganese (Mn), cobalt (Co), copper (Cu), and zinc (Zn) to form complexes with this ligand. The purpose of these chemicals was to investigate the coordination chemistry of the Schiff base with different metal ions, exploring their structural variety and stereochemical models in coordination chemistry. The study involved the use of 2-pyridinecarboxaldehyde and N-tosyl-1,2-diaminobenzene to interact and form the Schiff base, and p-toluenesulfonic acid was added to facilitate the formation of M(II) complexes containing the ligand L1. The complexes were characterized using various analytical techniques such as elemental analyses, magnetic measurements, IR, mass spectrometry, and 1H NMR spectroscopy for structural elucidation. The study aimed to understand the behavior of the ligand in solution, its stability, and the geometric preferences of the metal complexes formed.

Metal-1,10-Phenanthroline-Linked Dihydronicotinamides as Models for the NADH-Alcohol Dehydrogenase Coenzyme-Enzyme Couple

10.1021/jo00298a049

The research focuses on the synthesis and investigation of the reactivity of two phenanthroline-linked dihydronicotinamides, compounds 3 and 6, which serve as models for the NADH-alcohol dehydrogenase coenzyme-enzyme complex. The purpose of this study was to examine whether the metal ion in these models could mimic the function of catalytic zinc in alcohol dehydrogenase, specifically in binding the substrate near the dihydronicotinamide group, orienting the groups for hydride transfer, and activating the carbonyl group for reduction. The researchers concluded that the metal ion in these models, particularly when Zn2+ is present, could effectively mimic the catalytic function of zinc in the enzyme complex, with hydride transfer occurring within a ternary complex. Key chemicals used in the process include 1,4-dihydro-l-(l,l0-phenanthrolin-2-ylmethyl)-3-pyridinecarboxamide (3), 1,4-dihydro-N-(l,l0-phenanthrolin-2-ylmethyl)-l-(phenylmethyl)-3-pyridinecarboxamide (6), 2,4,6-trinitrobenzene sulfonate (TNBS), methylene blue (MB+), and 2-pyridinecarboxaldehyde (PyCHO), along with various metal ions (M2+ = Zn2+, Co2+, Ni2+, Mg2+, and Cd2+).

New hybrid inorganic-organic polymers containing cyclophosphazenes as pendant groups: Cyclophosphazene ligands containing hydrazone linkages and their conversion to polymers

10.1139/v02-099

The research focuses on the synthesis and characterization of new hybrid inorganic-organic polymers containing cyclophosphazenes as pendant groups. The purpose of this study was to create multi-functional cyclophosphazene monomers that can be used to build polymeric ligand systems capable of binding to transition metal ions, which are of interest due to their potential applications in organic synthesis as solid-phase inert supports or as reagents and catalysts. The researchers successfully synthesized and converted cyclophosphazene ligands containing hydrazone linkages into soluble and thermally stable polymeric systems, retaining the ligand framework as pendant groups. Key chemicals used in the process include N-methylhydrazine, o-hydroxybenzaldehyde, pyridine-2-carboxaldehyde, and various cyclophosphazene derivatives.

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