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:

98%,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
• Description: 2,2′-Dipyridylamine?is an?organic compound?with the formula (C5H4N)2NH. It consists of a pair of 2-pyridyl groups (C5H4N) linked to a?secondary amine. The compound forms a range of?coordination complexes.Its conjugate base, 2,2′-dipyridylamide, forms?extended metal atom chains.
• Uses: A metal-complexing agent; an effective iron chelating agent to help protect against UVB radiation. An impurity of Chlorpheniramine Maleate (C424300). 2,2′-Dipyridylamine (bipyam) can be used:As a bidentate N-donor ligand in the synthesis of various metal complexes.To synthesize Pd-polyoxovanadates, heterogeneous catalyst for the oxidation of benzylic hydrocarbons.

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

2,4,6-tris[p-(2,2'-dipyridylamino)phenyl]-benzene

N,N'-bis(2,2'-dipyridyl)trimesoylamide

2,4,6-tris(2,2'-dipyridylamino)-benzene

Refernces

• 1、 Jachak, Mahesh,Khopkar, Sushil,Patel, Khushbu,Patil, Yogesh,Shankarling, Ganapati. "Synthesis of Novel D-π-A chromophores: Effect of structural manipulations on photophysical properties, viscosity and DFT study". . . Retrieved 2021.
• 2、 Solekhova,Kurbatov. "Reductive acylamination of pyridine N-oxide with aminopyridines and their N-p-tolylsulfonyl derivatives". . p. 128 - 130. Retrieved 2005.
• 3、 Wolinska, Ewa. "Sequential amination of heteroaromatic halides with aminopyridine 1-oxides and their N-protected derivatives based on novel aza-Smiles rearrangement". . p. 227 - 232. Retrieved 2012.
• 4、 Glinton, Kwame,Latifi, Reza,Cockrell, David S.,Bardeaux, Matthew,Nguyen, Bachkhoa,Tahsini, Laleh. "Synthesis, characterization, and photoluminescent studies of three-coordinate Cu(i)-NHC complexes bearing unsymmetrically-substituted dipyridylamine ligands". . p. 22417 - 22427. Retrieved 2019.
• 5、 Cabanillas-Gonzalez, Juan,Costa, Rubén D.,Di Nasso, Davide,Elie, Margaux,Fresta, Elisa,Gaillard, Sylvain,Linares, Mathieu,Lohier, Jean-Fran?ois,Mahoro, Gilbert Umuhire,Renaud, Jean-Luc,Wannemacher, Reinhold,Zhang, Qi. "Towards rainbow photo/electro-luminescence in copper(i) complexes with the versatile bridged bis-pyridyl ancillary ligand". . p. 11049 - 11060. Retrieved 2021/08/25.
• 6、 -. "COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF". Paragraph 0103; 0106-0109. . Retrieved 2021/06/22.