2,5-Dichloropyridine

Base Information

• Chemical Name: 2,5-Dichloropyridine
• CAS No.: 16110-09-1
• Molecular Formula: C5H3Cl2N
• Molecular Weight: 147.992
• Hs Code.: 29333990
• European Community (EC) Number: 240-278-2
• NSC Number: 528661
• UNII: FZ623S5E22
• DSSTox Substance ID: DTXSID7051765
• Nikkaji Number: J32.651H
• Wikidata: Q72467885
• Mol file: 16110-09-1.mol

Synonyms:2,5-DICHLOROPYRIDINE;16110-09-1;Pyridine, 2,5-dichloro-;2,5-Dichloro-pyridine;CCRIS 1718;EINECS 240-278-2;MFCD00006239;NSC 528661;BRN 0108886;FZ623S5E22;NSC-528661;2,5-Dichloro Pyridine;Clc1ccc(Cl)nc1;2,5-dichlorpyridin;NSC528661;2,5-dichloropyridin;2,5-dichioropyridine;2.5-dichloropyridine;2,5 Dichloropyridine;2,5 -dichloropyridine;2-chloro-5-chloropyridine;WLN: T6NJ BG EG;SCHEMBL17800;2,5-Dichloropyridine, 98%;UNII-FZ623S5E22;DTXSID7051765;BCP22170;STR04178;AKOS000431451;AB00654;AC-7008;CS-W016342;PS-5116;LS-131362;AM20070244;D1607;FT-0610286;FT-0656800;EN300-21351;Q-101445;F0001-0578

Chemical Property of 2,5-Dichloropyridine

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline solid
• Vapor Pressure: 0.904mmHg at 25°C
• Melting Point: 59-62 °C(lit.)
• Refractive Index: 1.553
• Boiling Point: 186.6 °C at 760 mmHg
• PKA: -2.25±0.10(Predicted)
• Flash Point: 83.1 °C
• PSA: 12.89000
• Density: 1.388 g/cm³
• LogP: 2.38840
• Storage Temp.: Room temperature.
• Water Solubility.: insoluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.9642545
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dichloropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Cl)Cl
• Uses: 2,5-Dichloropyridine is a reagent used in chemical synthesis. It has been used to synthesize 4-benzodiazepine-2,5 diones as Hdm2 antagonists and inhibitors of ERK protein kinase. 2,5-Dichloropyridine was used in the synthesis of 6-halo-pyridin-3-yl boronic acids and esters. It undergoes cross-coupling reaction with arylboronic acids in the presence of [1,4-bis-(diphenylphosphine)butane]palladium (II) dichloride as catalyst.

Technology Process of 2,5-Dichloropyridine

There total 24 articles about 2,5-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: 94.3%

pyridine-2,5-diol (5154-01-8,84719-33-5) → 2,5 dichloropyridine (16110-09-1)

Guidance literature:

With trichlorophosphate; at 140 - 145 ℃; Reagent/catalyst; Temperature; Green chemistry;

Reference yield: 87.0%

2,5-dibromopyridine (624-28-2) → 2,5 dichloropyridine (16110-09-1)

Guidance literature:

With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride; In ethanol; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.apcata.2013.12.022

Reference yield: 82.3%

3,4,5,6-tetrachloropyridinecarboxylic acid (10469-09-7) → 2,5 dichloropyridine (16110-09-1)

Guidance literature:

With platinum on carbon; hydrogen; sodium hydroxide; In water; at 50 ℃; under 3000.3 - 3750.38 Torr; Reagent/catalyst; Temperature; Pressure; Autoclave; Inert atmosphere;

upstream raw materials:

5-chloro-2-methoxypyridine

1-methyl-2-pyridone

phosgene

5-chloro-1-methylpyridin-2(1H)-one

Downstream raw materials:

ethyl 2,5-pyridinedicarboxylate

ethyl 5-chloropyridine-2-carboxylate

6-chlorotetrazolo[1,5-a] pyridine

5-chloro-2-methoxypyridine

Refernces

• 1、 -. "Simple preparation method of 2, 5-dichloropyridine". Paragraph 0041; 0056; 0057; 0058; 0059; 0060; 0061-0063. . Retrieved 2019/05/16.
• 2、 Verma, Sanny,Saran, Sandeep,Jain, Suman L.. "Glycinatocopper(II) complex as an efficient heterogeneous catalyst for aromatic Finkelstein reaction of aryl and heteroaryl bromides to chlorides". . p. 178 - 183. Retrieved 2014/02/14.