153034-91-4

Basic information

• Product Name: 2-Chloro-3,4-diiodopyridine
• Synonyms: 2-Chloro-3,4-diiodopyridine
• CAS NO: 153034-91-4
• Molecular Formula: C5H2ClI2N
• Molecular Weight: 365.33802
• Mol File: 153034-91-4.mol

Chemical Properties

• Melting Point: 159-163°C
• Boiling Point: 338.7±42.0 °C(Predicted)
• Appearance: /
• Density: 2.633±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.87±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-3,4-diiodopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-3,4-diiodopyridine(153034-91-4)
• EPA Substance Registry System: 2-Chloro-3,4-diiodopyridine(153034-91-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 153034-91-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3,4-diiodopyridine is used as a valuable precursor for the production of a wide range of organic compounds, particularly in the synthesis of biologically active molecules and complex organic materials. It plays a significant role in the creation of new pharmaceuticals and other important compounds.
Used in Agrochemical Industry:
2-Chloro-3,4-diiodopyridine is used as a versatile building block in the synthesis of agrochemicals, contributing to the development of new and effective products for agricultural applications.

Upstream product

• 78607-36-0 2-chloro-3-iodopyridine 
• 109-09-1 2-chloropyridine 

Relevant articles and documents

Iterative and regioselective cross-couplings of 2-chloro-3,4-diiodopyridine leading to 2,3,4-triheteroarylpyridines

A one-pot synthesis of 2-chloro-3,4-diiodopyridine from 2-chloropyridine is described via a Directed ortho Metallation (DoM)/Halogen Dance (HD) mechanism in 26-28% yields. By performing sequential, iterative Suzuki-Miyaura cross-couplings using a variety of functionalised heteroaryl and arylboronic acids, a series of novel 2,3,4-triheteroarylpyridine scaffolds have been accessed in synthetically viable yields, including sterically hindered derivatives. 2-Chloro-4-heteroaryl-3-iodopyridines and 2-chloro-3,4-diheteroarylpyridines are also reported. The synthesis of 5-[3,4-bis(2-phenylethynyl)pyridin-2-yl]-2-fluoropyridine via a two-step Sonogashira/Suzuki-Miyaura reaction sequence from 2-chloro-3,4-diiodopyridine, phenylacetylene and 6-fluoropyridin-3-yl-3-boronic acid has been achieved in 48% overall yield.

First Metalation of Aryl Iodides: Directed Ortho-Lithiation of Iodopyridines, Halogen-Dance, and Application to Synthesis

Metalation of iodopyridines was succesfully achieved by LDA at low temperature.In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines.This procedure was applied to 2