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Tris(2-pyridylmethyl)amine

Base Information
  • Chemical Name:Tris(2-pyridylmethyl)amine
  • CAS No.:16858-01-8
  • Molecular Formula:C18H18N4
  • Molecular Weight:290.368
  • Hs Code.:29333990
  • NSC Number:663674
  • UNII:V4CE3X87Z3
  • DSSTox Substance ID:DTXSID70327519
  • Nikkaji Number:J633.663I
  • Wikipedia:Tris(2-pyridylmethyl)amine
  • Wikidata:Q7843933
  • Mol file:16858-01-8.mol
Tris(2-pyridylmethyl)amine

Synonyms:TPA cpd;tris(2-pyridylmethyl)amine;tris-picolylamine

Suppliers and Price of Tris(2-pyridylmethyl)amine
Supply Marketing:
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
  • TRC
  • tris(2-Pyridylmethyl)amine
  • 500mg
  • $ 130.00
  • TCI Chemical
  • Tris(2-pyridylmethyl)amine >98.0%(HPLC)
  • 5g
  • $ 439.00
  • TCI Chemical
  • Tris(2-pyridylmethyl)amine >98.0%(HPLC)
  • 1g
  • $ 139.00
  • Sigma-Aldrich
  • Tris(2-pyridylmethyl)amine 98%
  • 1g
  • $ 164.00
  • Sigma-Aldrich
  • Tris(2-pyridylmethyl)amine 98%
  • 250mg
  • $ 51.10
  • Oakwood
  • Tris(2-pyridylmethyl)amine
  • 250mg
  • $ 30.00
  • Oakwood
  • Tris(2-pyridylmethyl)amine
  • 1g
  • $ 60.00
  • Oakwood
  • Tris(2-pyridylmethyl)amine
  • 5g
  • $ 180.00
  • Frontier Specialty Chemicals
  • Tris(2-pyridylmethyl)amine 98%
  • 1g
  • $ 135.00
  • Frontier Specialty Chemicals
  • Tris(2-pyridylmethyl)amine 98%
  • 5g
  • $ 430.00
Total 54 raw suppliers
Chemical Property of Tris(2-pyridylmethyl)amine
Chemical Property:
  • Vapor Pressure:6.34E-07mmHg at 25°C 
  • Melting Point:85-89 
  • Refractive Index:1.625 
  • Boiling Point:409.8 ºC at 760 mmHg 
  • PKA:4.96±0.12(Predicted) 
  • Flash Point:201.6 ºC 
  • PSA:41.91000 
  • Density:1.175g/cm3 
  • LogP:3.07400 
  • Storage Temp.:under inert gas (nitrogen or Argon) at 2–8 °C 
  • XLogP3:1.6
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:4
  • Rotatable Bond Count:6
  • Exact Mass:290.153146591
  • Heavy Atom Count:22
  • Complexity:262
Purity/Quality:

99% *data from raw suppliers

tris(2-Pyridylmethyl)amine *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 22 
  • Safety Statements: 24/25 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:C1=CC=NC(=C1)CN(CC2=CC=CC=N2)CC3=CC=CC=N3
  • General Description Tris(2-pyridylmethyl)amine (TPA) is a versatile tridentate ligand commonly used in coordination chemistry to stabilize metal centers, such as copper(I) and iron(III). It facilitates the activation of small molecules like O2 in copper(I) complexes, enabling solid-state C—H bond oxygenation, and forms stable high-spin iron(III) complexes when functionalized with bulky substituents, demonstrating its adaptability in tuning metal reactivity and structure.
Technology Process of Tris(2-pyridylmethyl)amine

There total 15 articles about Tris(2-pyridylmethyl)amine 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 potassium carbonate; potassium iodide; In acetonitrile; for 2h; Reflux;
DOI:10.1039/c5dt00514k
Guidance literature:
With ammonium hydroxide; N,N-dibutylpyrrolidinium bromide; at 40 ℃; for 1h; Reagent/catalyst;
Guidance literature:
pyridine-2-carbaldehyde; bis[(2-pyridyl)methyl]amine; With acetic acid; In methanol; at 20 ℃; for 1h;
With methanol; sodium cyanoborohydride; at 0 - 20 ℃;
DOI:10.1039/d0dt00067a
Refernces

Solid-state chemistry at an isolated copper(I) center with O2

10.1002/anie.200902691

The research investigates the activation of dioxygen (O2) by a mononuclear copper(I) center in the solid state, aiming to understand how a single copper center can facilitate the oxygenation of organic compounds at room temperature. The study uses calix[6]arene-based ligands capped with tris(2-pyridylmethyl)amine (tmpa) to create copper(I) complexes. Two complexes were synthesized: one from a reaction of calix[6]tmpa with [Cu(MeCN)4]PF6 in a THF/CH2Cl2 mixture, and the other from CuOTf with the ligand in toluene. The researchers discovered that while these complexes were unreactive towards O2 in solution, they underwent structural changes in the solid state, leading to the oxygenation of the ligand's methylene groups. The study concludes that a mononuclear copper(I) center can activate O2 to break C—H bonds in the solid state, resulting in a chemoselective four-electron oxidation process that forms a C=O bond. This finding is significant as it demonstrates a metal-centered oxidation process without the need for a redox cofactor, suggesting potential applications in catalytic organic oxidation reactions.

Tridentate coordination of monosubstituted derivatives of the tris(2-pyridylmethyl)amine ligand to FeCl3

10.1021/ic001339p

The research focuses on the synthesis and characterization of chloroferric complexes derived from monosubstituted derivatives of the tris(2-pyridylmethyl)amine (TPA) ligand, specifically those substituted with a bulky bromine atom or a methoxyphenyl ring. The study aims to understand how the introduction of functional groups affects the structure and reactivity of iron complexes. The reactants used in the experiments include anhydrous FeCl3 and TPA derivatives, which upon reaction, yield yellow-orange complexes that are stable in air and solution. The complexes were analyzed using UV-vis and 1H NMR spectroscopy, and their crystal structures were determined through X-ray diffraction analysis. The results indicate that the substitution leads to tridentate coordination, with the substituted pyridine arm remaining uncoordinated and potentially reactive. The complexes exhibit high spin states and are stable, suggesting potential for further synthetic applications.

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