78152-53-1

Basic information

• Product Name: 2-chloro-6(dichloromethyl)pyridine
• Synonyms: 2-chloro-6(dichloromethyl)pyridine
• CAS NO: 78152-53-1
• Molecular Formula: C₆H₄Cl₃N
• Molecular Weight: 0
• Mol File: 78152-53-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 247.6°C at 760 mmHg
• Flash Point: 127.5°C
• Appearance: /
• Density: 1.461g/cm³
• Vapor Pressure: 0.0401mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: 2-chloro-6(dichloromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-6(dichloromethyl)pyridine(78152-53-1)
• EPA Substance Registry System: 2-chloro-6(dichloromethyl)pyridine(78152-53-1)

Safety Data

• Hazardous Substances Data: 78152-53-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H4Cl3N/c7-5-3-1-2-4(10-5)6(8)9/h1-3,6H

Upstream product

• 18368-63-3 6-chloro-2-picoline 
• 1929-82-4 nitrapyrin 
• 96-36-6 methyl phosphite 
• 78846-88-5 6-chloro-2-chloromethylpyridine 
• 33674-97-4 6-chloro-2-pyridinemethanol 

Downstream Products

• 82424-04-2 2-[Bis-(4-methoxyphenoxy)methyl]-6-(4-methoxyphenoxy)pyridine 
• 82423-94-7 2-chloro-6-(diphenoxymethyl)pyridine 

Relevant articles and documents

An equilibrium halogen transfer reaction with evidence for S(RN)1-like behavior

The 'reduction' of 2-chloro-6-(trichloromethyl)pyridine to the dichloromethyl derivative by chloroform under basic conditions yields carbon tetrachloride as a companion product. The reaction is demonstrated to be reversible and to have preparative value. Strong inhibition by electron capture agents and also strong acceleration by electron-donating agents is observed. The mechanistic interpretation is electron-transfer initiation followed by reversible radical chains to establish the equilibrium.

Reduction of trichloromethylpyridines to dichloromethylpyridines

2(6)-(Trichloromethyl)pyridines are reduced to the corresponding 2(6)-(dichloromethyl)pyridines by treatment with a strong base and an anionic reductant derived from a reductant source material selected from the group consisting of dialkylphosphite and trialkylphosphite said treatment taking place in the presence of a polar, non-hydroxylic solvent and/or a phase transfer catalyst.