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

Description

2-Chloro-5-iodopyridine is an organic compound that features a pyridine ring with a chlorine atom at the 2nd position and an iodine atom at the 5th position. It is a valuable intermediate in organic synthesis due to its unique structural features and reactivity.

Uses

Used in Pharmaceutical Synthesis:
2-Chloro-5-iodopyridine is used as a reagent in the multi-step synthesis of (±)-epibatidine, a potent neurotoxin with potential therapeutic applications.
Used in Organic Synthesis:
2-Chloro-5-iodopyridine is used as a starting material for the synthesis of various organic compounds through different coupling reactions. It is used as a reactant in the following applications:
1. In the synthesis of 2-Chloro-5-phenylpyridine via Suzuki coupling reaction with phenylboronic acid dimethyl ester, which is useful for the preparation of pharmaceuticals and agrochemicals.
2. In the synthesis of Exo-5and 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, which are important intermediates in the synthesis of biologically active compounds.
3. In the synthesis of substituted diaryliodonium salts, which are versatile reagents in organic synthesis and have applications in materials science.
4. In the synthesis of 3-Exo-5′-(2′-Chloropyridinyl)-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane, which can be used as a building block for the development of novel pharmaceuticals and agrochemicals.

Upstream product

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

Downstream Products

• 872273-28-4 5-iodo-pyridine-2-thiol 
• 13472-61-2 5-iodo-2-methoxypyridine 
• 77992-46-2 (5-iodopyridin-2-yl)hydrazine 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 20857-44-7 2,5-bis(trifluoromethyl)pyridine 
• 52334-81-3 2-chloro-5-trifluoromethylpyridine 
• 118559-21-0 2-chloro-5-pentafluoroethylpyridine 
• 211503-84-3 2-chloro-5-(1,5-cyclohexadienyl)pyridine 
• 263012-64-2 1,3-bis(5-ethynyl-2-chloropyridyl)benzene 
• 263012-60-8 1,4-bis(5-ethynyl-2-chloropyridyl)benzene 
• 263012-65-3 1,3,5-tris(5-ethynyl-2-chloropyridyl)benzene 
• 263012-61-9 4,4'-bis(5-ethynyl-2-chloropyridyl)1,1'-biphenyl 

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.

Synthesis and Structural Characterization of Ethynylene-Bridged Bisazines Featuring Various α-Substitution

A series of bispyridines and bispyrimidines 1a, 1b, 1c, 1d, 1e showing the heterocycles attached to both ends of an ethynylene unit and being α-substituted with chloro, tert-butylthio, and methoxy groups have been synthesized via cross-coupling technique and their crystal structures studied by X-ray diffraction analysis. Supramolecular interactions of C-H···N and π···π stacking type were found to largely dominate the structures according to the compound species. A trial was given to deduce the markedly differing temperatures of melting among the compounds from special features of the crystal structures.