22282-62-8

Basic information

• Product Name: 2-IODO-5-METHYLPYRIDINE
• Synonyms: 2-IODO-5-METHYLPYRIDINE;Pyridine, 2-iodo-5-Methyl-
• CAS NO: 22282-62-8
• Molecular Formula: C₆H₆IN
• Molecular Weight: 219.02
• Mol File: 22282-62-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.81g/ml
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-IODO-5-METHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODO-5-METHYLPYRIDINE(22282-62-8)
• EPA Substance Registry System: 2-IODO-5-METHYLPYRIDINE(22282-62-8)

Safety Data

• Hazardous Substances Data: 22282-62-8(Hazardous Substances Data)

Usage

General Description

2-Iodo-5-methylpyridine is a chemical compound with the molecular formula C6H6INO. It falls under the category of organohalogen compounds, specifically being an aromatic halide. The iodo group (one atom of iodine) and a methyl group (one carbon and three hydrogens) present in its structure contribute to its properties. Frequently used in various aspects of organic chemistry, 2-iodo-5-methylpyridine is often involved in synthesis and chemical reaction processes. It is generally advised to handle this chemical under controlled conditions and in a proper safety setup due to its potential hazards. Specific features and properties of this compound may vary according to its physical state, methods of preparation, and the presence of impurities.

Upstream product

• 108-99-6 3-Methylpyridine 
• 6457-37-0 (3-methylpyridine)BF₃ 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 

Downstream Products

• 30413-61-7 2-ethynyl-5-methylpyridine 
• 1448017-12-6 5-methyl-2-[2-(5-methylpyridin-2-yl)-6-vinylphenyl]pyridine 

Relevant articles and documents

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.

Complex-induced proximity effect in the regioselective lithiation of pyridine derivatives

The regioselective ring lithiation of BF3-complexed 3-picoline (1a), 3,4-lutidine (1b), and 3,5-lutidine (1c) was studied. The dilithiation of 1a, 1b, and 1c was also investigated to experimentally explore the relative preference of the sites on the substituted pyridine ring for lithiation. The role of the complex-induced proximity effect (CIPE) for inducing lithiation in these moieties was investigated using both experimental and computational studies.