4377-35-9

Basic information

• Product Name: 2-(dichloromethyl)pyridine
• Synonyms: 2-(dichloromethyl)pyridine;Pyridine, 2-(dichloromethyl)- (7CI,8CI,9CI);Einecs 224-478-7
• CAS NO: 4377-35-9
• Molecular Formula: C₆H₅Cl₂N
• Molecular Weight: 162.0166
• EINECS: 224-478-7
• Product Categories: PYRIDINE
• Mol File: 4377-35-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 214.3 °C at 760 mmHg
• Flash Point: 103.6 °C
• Appearance: /
• Density: 1.322 g/cm³
• Vapor Pressure: 0.23mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 2-(dichloromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(dichloromethyl)pyridine(4377-35-9)
• EPA Substance Registry System: 2-(dichloromethyl)pyridine(4377-35-9)

Safety Data

• Hazardous Substances Data: 4377-35-9(Hazardous Substances Data)

Usage

General Description

2-(dichloromethyl)pyridine is a chemical compound that consists of a pyridine ring with two chlorine atoms and a dichloromethyl group attached at the 2-position. It is a colorless liquid with a strong, pungent odor, and it is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-(dichloromethyl)pyridine is also known for its potential as a building block in the development of new materials and as a reagent in organic synthesis. It should be handled with caution due to its toxicity and potential for causing skin and eye irritation. It is important to use appropriate safety measures when working with 2-(dichloromethyl)pyridine to minimize exposure and health risks.

InChI:InChI=1/C6H5Cl2N/c7-6(8)5-3-1-2-4-9-5/h1-4,6H

Upstream product

• 4377-37-1 2-trichloromethylpyridine 
• 109-06-8 α-picoline 
• 694-59-7 pyridine N-oxide 
• 79-36-7 dichloroacethyl chloride 
• 274-59-9 triazolopyridine 
• 20979-34-4 2-(chloromethyl)pyridine N-oxide hydrochloride 

Downstream Products

• 1121-60-4 pyridine-2-carbaldehyde 

Relevant articles and documents

Designed To React: Terminal Copper Nitrenes and Their Application in Catalytic C?H Aminations

Heteroscorpionate ligands of the bis(pyrazolyl)methane family have been applied in the stabilisation of terminal copper tosyl nitrenes. These species are highly active intermediates in the copper-catalysed direct C?H amination and nitrene transfer. Novel perfluoroalkyl-pyrazolyl- and pyridinyl-containing ligands were synthesized to coordinate to a reactive copper nitrene centre. Four distinct copper tosyl nitrenes were prepared at low temperatures by the reaction with SO2tBuPhINTs and copper(I) acetonitrile complexes. Their stoichiometric reactivity has been elucidated regarding the imination of phosphines and the aziridination of styrenes. The formation and thermal decay of the copper nitrenes were investigated by UV/Vis spectroscopy of the highly coloured species. Additionally, the compounds were studied by cryo-UHR-ESI mass spectrometry and DFT calculations. In addition, a mild catalytic procedure has been developed where the copper nitrene precursors enable the C?H amination of cyclohexane and toluene and the aziridination of styrenes.

Selectivity towards hydrodehalogenation and dehalo-coupling in the reduction of trichloromethyl derivatives with iron(II) chloride

The reductive electron transfer (ET) induced on a series of RCCl3 derivatives by iron(II) chloride has been studied.The main reaction products are the homocoupling dimer, RCCl2-CCl2R, and the H/Cl substitution derivative, RCHCl2, and the majority of the compounds examined exhibit a highly selective tendency to form just one of these products.As a general rule, the RCHCl2 compound is the main product when the R group contains substituents which make further reduction of the radical to the carbanion easier and behave as ligands towards the iron(II) ion.In the other cases, the dimer RCCl2-CCl2R is the main product.A few exceptions are found, and these are discussed in view of the possible effects of the R moiety on the different possible routes for the reaction products.The presence of unsaturated derivatives, RCCl=CClR (E/Z mixture), was observed in the case of the reactions where the homocoupling product was also obtained and is ascribed, on the basis of experimental evidence, to a dehalogenation mechanism of the dimer RCCl2-CCl2R assisted by the iron(II) ion.

-Methyl Functionalization of Electron-Poor Heterocycles: Free Radical Chlorination

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