2,2'-Dipyridylamine

Base Information

• Chemical Name: 2,2'-Dipyridylamine
• CAS No.: 1202-34-2
• Deprecated CAS: 145611-75-2
• Molecular Formula: C10H9 N3
• Molecular Weight: 171.202
• Hs Code.: 29333990
• European Community (EC) Number: 214-864-3
• NSC Number: 7494
• UNII: X9BF664YAK
• DSSTox Substance ID: DTXSID5061619
• Nikkaji Number: J149.320E
• Wikipedia: 2,2%27-Dipyridylamine,2'-Dipyridylamine
• Wikidata: Q27293727
• ChEMBL ID: CHEMBL1735909
• Mol file: 1202-34-2.mol

Synonyms:2,2'-dipyridylamine;bis(2-pyridyl)amine;di(alpha-pyridyl)amine

Chemical Property of 2,2'-Dipyridylamine

Chemical Property:

• Melting Point: 90-92 °C(lit.)
• Refractive Index: 1.6550 (estimate)
• Boiling Point: 222 °C50 mm Hg(lit.)
• PKA: 4.79±0.10(Predicted)
• Flash Point: 140.2°C
• PSA: 37.81000
• Density: 1.206g/cm³
• LogP: 2.29320
• Storage Temp.: 2-8°C
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.079647300
• Heavy Atom Count: 13
• Complexity: 133

Purity/Quality:

≥99% ^*data from raw suppliers

2,2''-Dipyridylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=NC(=C1)NC2=CC=CC=N2
• General Description: 2,2'-DIPYRIDYLAMINE (dpa) is a bidentate ligand used in the synthesis of coordination compounds, where it contributes to the formation of complexes with increased structural dimensionality, as demonstrated in the study involving [Cu(dpa)2][HgCl3]2. The ligand facilitates interactions between metal centers, such as Cu(II) and Hg(II), leading to the formation of polynuclear or extended structures. Its role in coordination chemistry highlights its utility in constructing frameworks with potential magnetic properties.

Technology Process of 2,2'-Dipyridylamine

There total 51 articles about 2,2'-Dipyridylamine 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:

Reference yield: 99.0%

2-aminopyridine (504-29-0) + 2-chloropyridine (109-09-1) → di(pyridin-2-yl)amine (1202-34-2)

Guidance literature:

With lithium amide; sodium t-butanolate; In toluene; at 100 - 110 ℃; for 1h; Inert atmosphere; Sealed vial;

DOI:10.1002/chem.200902316

Reference yield: 94.0%

2-aminopyridine (504-29-0) + 2-methylsulfanyl-pyridine (18438-38-5,79639-75-1) → di(pyridin-2-yl)amine (1202-34-2)

Guidance literature:

With SingaCycle-A₁; potassium hexamethylsilazane; In toluene; at 100 ℃; for 18 - 24h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0037-1611732

Reference yield: 90.0%

2-aminopyridine (504-29-0) + 2-bromo-pyridine (109-04-6) → di(pyridin-2-yl)amine (1202-34-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 15h;

DOI:10.1002/ejoc.201402456

upstream raw materials:

pyridine

Natrium-Verbindung des [2]Pyridylamins

2-aminopyridine

2-chloropyridine

Downstream raw materials:

tri-(2-pyridyl)amine

N-phenyl-N-(pyridin-2-yl)pyridin-2-amine

N-benzyl-N-(pyridin-2-yl)pyridine-2-amine

dipyrid-2-ylacetamide

Refernces

Cu(NN)₂Cl₂ and Cu(NNN)Cl₂ and HgCl ₂ building blocks in the synthesis of coordination compoundsX-ray studies and magnetic properties

10.1016/j.jssc.2010.06.015

The research investigates the synthesis and structural characterization of a series of coordination compounds containing Cu(N–N)2Cl2, Cu(N–N–N)Cl2, and HgCl2 building blocks. The purpose of this study is to explore the structural dimensionality and magnetic properties of these compounds, which are synthesized using various ligands such as bis(pyrazol-1-yl)methane (bpzm), bis(3,5-dimethylpyrazol-1-yl)methane (bdmpzm), 2,2-dipyridylamine (dpa), 5,6-diphenyl-3-(2-pyridyl)-1,2,4-trazine (dppt), 2,2'-bipyridine (bipy), and 2,2:6,2'-terpyridine (terpy). The researchers observed an increase in structural dimensionality for compounds [Cu(bpzm)2][HgCl4], [Cu(dpa)2][HgCl3]2, and [Cu(terpy)(m-Cl)HgCl3], and conducted magnetic measurements on complexes [Cu(bpzm)2][HgCl4] and [Cu(terpy)(m-Cl)HgCl3]. The study concludes that the HgCl2 moiety can accept chloride ligands from the Cu(II) centers to form binuclear or polynuclear complexes, and in the case of [Cu(terpy)(m-Cl)HgCl3], there is very weak antiferromagnetic interaction of copper centers in the one-dimensional chain.