3-Chloropyridine

Base Information

• Chemical Name: 3-Chloropyridine
• CAS No.: 626-60-8
• Molecular Formula: C5H4ClN
• Molecular Weight: 113.546
• Hs Code.: 29333999
• European Community (EC) Number: 210-955-7
• NSC Number: 60200
• UNII: 1M13HUC1P4
• DSSTox Substance ID: DTXSID3052309
• Nikkaji Number: J32.649F
• Wikipedia: 3-Chloropyridine
• Wikidata: Q223069
• Mol file: 626-60-8.mol

Synonyms:m-Chloropyridine;Pyridine, 3-chloro-;5-20-05-00406 (Beilstein Handbook Reference);3-Pyridinyl chloride;

Chemical Property of 3-Chloropyridine

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 6.8mmHg at 25°C
• Melting Point: -0.5oC
• Refractive Index: n20/D 1.533(lit.)
• Boiling Point: 143.1 °C at 760 mmHg
• PKA: 2.84(at 25℃)
• Flash Point: 49.7 °C
• PSA: 12.89000
• Density: 1.2 g/cm³
• LogP: 1.73500
• Storage Temp.: Flammables area
• Solubility.: 10g/l
• Water Solubility.: Soluble in water 10 g/L.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 113.0032268
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

3-Chloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=CN=C1)Cl
• Uses: 3-Chloropyridine is used as a pharmaceutical intermediate. It can be used to produce 3-chloro-pyridine-1-oxide.

Technology Process of 3-Chloropyridine

There total 92 articles about 3-Chloropyridine 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: 95.0%

pyridin-3-ylamine (462-08-8) → 3-Chloropyridine (626-60-8)

Guidance literature:

With tert-Butyl thionitrate; copper dichloride; In acetonitrile; at 25 ℃; for 6h;

Reference yield: 93.0%

3-chloropyridine-N-oxide (1851-22-5) → 3-Chloropyridine (626-60-8)

Guidance literature:

With hydrogen; triethyl phosphite; In isopropyl alcohol; at 100 ℃; for 12h; under 4500.45 Torr; chemoselective reaction; Glovebox;

DOI:10.1039/d0cy01695k

Reference yield: 90.0%

3-Bromopyridine (626-55-1,163928-56-1) → 3-Chloropyridine (626-60-8)

Guidance literature:

With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride; In ethanol; at 100 ℃; for 20h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.apcata.2013.12.022

upstream raw materials:

pyridin-3-ylamine

3-HYDROXYPYRIDINE

dichlorotriphenoxyphosphorane

2-methoxy-3,4-dihydro-2H-pyran

Downstream raw materials:

3-chloro-1-(4-fluoro-phenacyl)-pyridinium; bromide

3-chloro-piperidine

3-chloropyridine-N-oxide

N-methyl-N-(3-pyridyl)amine

Refernces

• 1、 Mayer, Robert J.,Hampel, Nathalie,Ofial, Armin R.. "Lewis Acidic Boranes, Lewis Bases, and Equilibrium Constants: A Reliable Scaffold for a Quantitative Lewis Acidity/Basicity Scale". supporting information. p. 4070 - 4080. Retrieved 2021/01/29.
• 2、 Ye, Lina,Fang, Yuanyuan,Ou, Zhongping,Wang, Liping,Xue, Songlin,Lu, Yang,Kadish, Karl M.. "Axial coordination reactions with nitrogenous bases and determination of equilibrium constants for zinc tetraarylporphyrins containing four β, β ′-fused butano and benzo groups in nonaqueous media". . p. 196 - 206. Retrieved 2019/02/19.