625115-02-8

Basic information

• Product Name: 3-Iodo-4-(trifluoromethyl)-pyridine
• Synonyms: 3-Iodo-4-(trifluoromethyl)-pyridine
• CAS NO: 625115-02-8
• Molecular Formula: C₆H₃F₃IN
• Molecular Weight: 272.99
• EINECS: 1312995-182-4
• Mol File: 625115-02-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: -5--3 °C
• Boiling Point: 235.803oC at 760 mmHg
• Flash Point: 96.41oC
• Appearance: /
• Density: 1.975g/cm3
• Vapor Pressure: 0.075mmHg at 25°C
• Refractive Index: 1.523
• PKA: 0.85±0.18(Predicted)
• CAS DataBase Reference: 3-Iodo-4-(trifluoromethyl)-pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Iodo-4-(trifluoromethyl)-pyridine(625115-02-8)
• EPA Substance Registry System: 3-Iodo-4-(trifluoromethyl)-pyridine(625115-02-8)

Safety Data

• Hazardous Substances Data: 625115-02-8(Hazardous Substances Data)

Usage

General Description

3-Iodo-4-(trifluoromethyl)-pyridine is a chemical compound with the molecular formula C6H3F3IN. It is a pyridine derivative with a trifluoromethyl group and an iodine atom attached to the aromatic ring. This chemical is commonly used as a building block in organic synthesis, specifically in the pharmaceutical industry for the preparation of various drug molecules. It is a versatile reagent in the production of pharmaceuticals and agrochemicals due to its unique structural properties and reactivity. Additionally, it is also utilized in the synthesis of functional materials and fine chemicals. However, it is important to handle this compound with care due to its potential hazards and toxic nature.

InChI:InChI=1/C6H3F3IN/c7-6(8,9)4-1-2-11-3-5(4)10/h1-3H

Upstream product

• 3796-24-5 4-trifluoromethylpyridine 

Downstream Products

• 326894-74-0 2-iodo-4-(trifluoromethyl)pyridine 
• 158063-66-2 4-(trifluoromethyl)nicotinic acid 
• 588702-62-9 4-(trifluoromethyl)-2-pyridinecarboxylic acid 

Relevant articles and documents

The direct metalation and subsequent functionalization of trifluoromethyl-substituted pyridines and quinolines

Depending on the choice of the reagent, 2-(trifluoromethyl)-pyridine can be selectively metalated and subsequently carboxylated of otherwise functionalized either at the 3- or at the 6-position. "Optional site selectivity" can also be achieved with 4-(trifluoromethyl)pyridine, which may be deprotonated either at the 2- or at the 3-position. In contrast, 3-(trifluoromethyl)pyridine undergoes nucleophilic addition and ensuing decomposition whatever the base. Depending on the reaction conditions, 2-(trifluoromethyl)quinoline displays reactivity toward lithium reagents at its 3-, 4-, or 8-positions, 3-(trifluoromethyl)quinolines at the 2- or 4-positions, and 4-(trifluoromethyl)quinoline at the 2- or 3-positions. It was therefore possible to prepare four trifluoromethyl-substituted pyridinecarboxylic acids (1, 4, 9, and 10) and six trifluoromethyl-substituted quinolinecarboxylic acids (11, 13, 14, 15, 17, and 18) regioisomerically uncontaminated and in a most straightforward way. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).