856851-45-1

Basic information

• Product Name: 4-Chloro-2-ethoxypyridine
• Synonyms: 4-Chloro-2-ethoxypyridine
• CAS NO: 856851-45-1
• Molecular Formula: C₇H₈ClNO
• Molecular Weight: 157.59752
• Product Categories: Heterocycle-Pyridine series
• Mol File: 856851-45-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-Chloro-2-ethoxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2-ethoxypyridine(856851-45-1)
• EPA Substance Registry System: 4-Chloro-2-ethoxypyridine(856851-45-1)

Safety Data

• Hazardous Substances Data: 856851-45-1(Hazardous Substances Data)

Usage

General Description

4-Chloro-2-ethoxypyridine is an organic compound with the chemical formula C7H8ClNO, commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is a chlorinated derivative of 2-ethoxypyridine, and its structure consists of a pyridine ring with a chlorine atom at the 4-position and an ethoxy group at the 2-position. This chemical is a versatile intermediate in the production of various drugs and crop protection products, and it may also be used in the synthesis of other organic compounds. 4-Chloro-2-ethoxypyridine is a valuable chemical in the fields of medicinal chemistry and agriculture, contributing to the development of new therapeutic and agricultural products.

Upstream product

• 34941-92-9 4-chloro-2-fluoro-pyridine 
• 64-17-5 ethanol 
• 26452-80-2 2,4-dichloropyridine 
• 141-52-6 sodium ethanolate 

Downstream Products

• 55934-01-5 2,3,5-trichloropyridine 
• 103766-25-2 5-Chloro-2,4-dihydroxypyridine 
• 856965-85-0 2-ethoxy-5-chloro-pyridin-4-ol 
• 875232-70-5 2,4-dibromo-5-chloropyridine 

Relevant articles and documents

The reactivity of 2-fluoro- and 2-chloropyridines toward sodium ethoxide: Factors governing the rates of nucleophilic (Het) aromatic substitutions

The relative displacement rates of the halide substituent from 2-fluoro- and 2-chloropyridines by EtONa in EtOH at +25° were assessed by competition kinetics. The 2-fluoropyridine reacts 320 times faster than the chloro analog. A CF3 group increases the reactivity more than single halogen atoms do, whatever the element, and the latter are superior to Me3Si groups. Substituents accommodated at the 4-position operate through their inductive effect, whereas at the 3-position, this action may be attenuated by steric hindrance. Almost all 5-substituents enhance the rate of the nucleophilic substitution occurring at the 2-position. The sole exception concerns the F-atom at the 5-position which retards the reaction, presumably by lone-pair/lone-pair repulsion with the negative charge building up at the central C-atom of the intermediate Meisenheimer complex. The substituent effects are additive. Therefore, by using the increments derived from the present work, the rates of future reactions should be predictable with fair accuracy.