69045-79-0

Basic information

• Product Name: 2-Chloro-5-iodopyridine
• Synonyms: 2-CHLORO-5-IODOPYRIDINE;2-CHLORO-5-INDOPYRIDINE;2-Chloro-5-iodopyridine,98%;2-CHORO-5-IODOPYRIDINE;2-chloro-5-iodopyridine 98% 2g;5-BroMo-5-iodopyridine;2-Chloro-broMo-5-iodopyridine
• CAS NO: 69045-79-0
• Molecular Formula: C₅H₃ClIN
• Molecular Weight: 239.44
• EINECS: -0
• Product Categories: Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;Boronic Acid;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Propidium heterocyclic series;alkyl Fluorine| alkyl Iodine
• Mol File: 69045-79-0.mol
• Article Data: 17

Chemical Properties

• Melting Point: 95-98 °C(lit.)
• Boiling Point: 253.2 °C at 760 mmHg
• Flash Point: 106.9 °C
• Appearance: Off-white to yellow-beige/Crystalline Powder or Flakes
• Density: 2.052 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -2.00±0.10(Predicted)
• Water Solubility: insoluble
• Sensitive: Light Sensitive
• BRN: 108889
• CAS DataBase Reference: 2-Chloro-5-iodopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-iodopyridine(69045-79-0)
• EPA Substance Registry System: 2-Chloro-5-iodopyridine(69045-79-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/22
• Safety Statements: 26-36-36/37/39-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 69045-79-0(Hazardous Substances Data)

Usage

Chemical Properties

off-white to yellow-beige crystalline powder or

Uses

2-Chloro-5-iodopyridine may be used as a reagent in the multi-step synthesis of (±)-epibatidine.It may be used in the synthesis of:2-Chloro-5-phenylpyridine via Suzuki coupling reaction with phenylboronic acid dimethyl ester.Exo-5- and exo-6- (6′-chloro-3′-pyridyl)-2-azabicyclo[2.2.1]heptanes via Heck coupling reaction with N-protected 2-azabicyclo[2.2.1]hept-5-enes.Substituted diaryliodonium salts.3-Exo-5′-(2′-Chloropyridinyl)-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane.

General Description

2-Chloro-5-iodopyridine is a halo-substituted pyridine.

Upstream product

• 75-44-5 phosgene 
• 60154-05-4 5-iodo-1-methyl-1,2-dihydropyridin-2-one 
• 504-29-0 2-aminopyridine 
• 20511-12-0 2-amino-5-iodopyridine 
• 7647-01-0 hydrogenchloride 
• 5350-93-6 6-Chloro-pyridin-3-ylamine 
• 58757-38-3 6-Chloronicotinoyl chloride 
• 142-08-5 2-hydroxypyridin 
• 13472-79-2 5-iodo-pyridin-2-ol 
• 53939-30-3 5-bromo-2-chloropyridine 

Downstream Products

• 872273-28-4 5-iodo-pyridine-2-thiol 
• 2637-34-5 2-Sulfanylpyridine 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 444120-94-9 2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 444120-91-6 6-chloropyridin-3-ylboronic acid 
• 54856-82-5 3-methyl-[1,2,3]triazolo[1,5-a]pyridine 
• 866755-17-1 2-chloro-5-triethylsilanyl-pyridine 
• 286946-68-7 benzyl 2-(6-chloro-3-pyridinyl)-2,6-diazabicyclo[3.2.1]octane-6-carboxylate 

Relevant articles and documents

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Self-assembly of heteroleptic dinuclear metallosupramolecular kites from multivalent ligands via social self-sorting

A Tr?ger's base-derived racemic bis(1,10-phenanthroline) ligand (rac)-1 and a bis(2,2′-bipyridine) ligand with a central 1,3-diethynylbenzene unit 2 were synthesized. Each of these ligands acts as a multivalent entity for the binding of two copper(I) ions. Upon coordination to the metal ions these two ligands undergo selective self-assembly into heteroleptic dinuclear metallosupramolecular kites in a high-fidelity social self-sorting manner as evidenced by NMR spectroscopy and mass spectrometry.

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α-Chloronitriles

A Ni-catalyzed asymmetric reductive cross-coupling of heteroaryl iodides and α-chloronitriles has been developed. This method furnishes enantioenriched α,α-disubstituted nitriles from simple organohalide building blocks. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, quinolines, thiophenes, and piperidines. The reaction proceeds under mild conditions at room temperature and precludes the need to pregenerate organometallic nucleophiles.