2,6-Dichloropyridine

Base Information

• Chemical Name: 2,6-Dichloropyridine
• CAS No.: 2402-78-0
• Molecular Formula: C5H3Cl2N
• Molecular Weight: 147.992
• Hs Code.: 2933.39
• European Community (EC) Number: 219-282-3
• NSC Number: 76606
• UNII: WM26PC2SBW
• DSSTox Substance ID: DTXSID2051895
• Nikkaji Number: J51.304K
• Wikipedia: 2,6-Dichloropyridine
• Wikidata: Q72467879
• ChEMBL ID: CHEMBL3561947
• Mol file: 2402-78-0.mol

Synonyms:2,6-dichloropyridine

Chemical Property of 2,6-Dichloropyridine

Chemical Property:

• Appearance/Colour: White to light yellow solid
• Vapor Pressure: 0.349mmHg at 25°C
• Melting Point: 83-86 °C(lit.)
• Refractive Index: 1.553
• Boiling Point: 206 °C at 760 mmHg
• PKA: -3.02±0.10(Predicted)
• Flash Point: 97.5 °C
• PSA: 12.89000
• Density: 1.388 g/cm³
• LogP: 2.38840
• Storage Temp.: Store below +30°C.
• Solubility.: methanol: 50 mg/mL, clear
• Water Solubility.: <1 g/L (20℃)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.9642545
• Heavy Atom Count: 8
• Complexity: 68.8

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 25-36/37/38-22-23/24/25
• Safety Statements: 36/37/39-45-37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=NC(=C1)Cl)Cl
• Uses: 2,6-Dichloropyridine is used in the preparation of triazolo and imidazo potassium channel antagonists as antiarrythmic agents.

Technology Process of 2,6-Dichloropyridine

There total 24 articles about 2,6-Dichloropyridine 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: 94.05%

2-chloropyridine (109-09-1) → 2,6-dichloropyridine (2402-78-0)

Guidance literature:

With chlorine; at 100 - 150 ℃; Temperature; UV-irradiation; Large scale;

Reference yield: 94.0%

2,6-dichloropyridine N-oxide (2587-00-0) → 2,6-dichloropyridine (2402-78-0)

Guidance literature:

With 2-methyl-but-2-ene; trans-dioxo(5,10,15,20-tetramesitylporphirinato)ruthenium(VI); In benzene; at 30 ℃; for 15h;

DOI:10.1248/cpb.46.1656

Reference yield: 89.0%

pyridine (110-86-1) → 2,6-dichloropyridine (2402-78-0)

Guidance literature:

With chlorine; at 170 ℃; for 0.00666667h; Temperature; Inert atmosphere; Irradiation;

upstream raw materials:

pyridine

6-chloro-2-hydroxypyridine

2,6-dichloro-isonicotinic acid ; silver (I)-compound

2-chloropyridine

Downstream raw materials:

6-chloropyridin-2-amine

2,6-bis(thiophen-2-yl)pyridine

2,6-di(piperidine-1-yl)pyridine

2-chloro-6-(1-piperidyl)pyridine

Refernces

Synthesis of the Tridentate Pyridine Donor 2,6-Bis<1-phenyl-1-(pyridin-2-yl)ethyl>pyridine (L), including Separation of meso and rac Diastereoisomers via Methylmercury(II) Derivatives, and an X-Ray Structural Study of NO3*2H2O

10.1039/DT9860002201

The research focuses on the synthesis of a new tridentate pyridine donor ligand, 2,6-bis[1-phenyl-1-(pyridin-2-yl)ethyl]pyridine (L), and its subsequent complexation with methylmercury(II) nitrate to form separable meso and rac diastereoisomers. The purpose of this study was to create a ligand that could act as a tridentate in coordination chemistry and to investigate its coordination behavior with mercury and palladium. The researchers successfully synthesized the ligand L by reacting 2,6-dichloropyridine with lithiated 2-(1-phenylethyl)pyridine and then complexed it with methylmercury(II) nitrate to form the meso and rac diastereoisomers, which were separated via fractional crystallization. The study concluded that the ligand L, in its meso form, coordinates as a tripodal tridentate ligand to HgMe and as a planar tridentate ligand to PdII, highlighting its flexibility in coordination modes. The chemicals used in the process included 2,6-dichloropyridine, 2-(1-phenylethyl)pyridine, phenyl-lithium, methylmercury(II) nitrate, and various solvents such as diethyl ether, toluene, and acetone.