143798-73-6

Basic information

• Product Name: Pyridine, 4-chloro-3,5-dimethyl- (9CI)
• Synonyms: Pyridine, 4-chloro-3,5-dimethyl- (9CI);Pyridine, 4-chloro-3,5-diMethyl-
• CAS NO: 143798-73-6
• Molecular Formula: C7H8ClN
• Molecular Weight: 141.59812
• Product Categories: PYRIDINE
• Mol File: 143798-73-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 202.926 °C at 760 mmHg
• Flash Point: 95.292 °C
• Appearance: /
• Density: 1.114 g/cm³
• Vapor Pressure: 0.406mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: 2-8°C
• PKA: 3.70±0.10(Predicted)
• CAS DataBase Reference: Pyridine, 4-chloro-3,5-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 4-chloro-3,5-dimethyl- (9CI)(143798-73-6)
• EPA Substance Registry System: Pyridine, 4-chloro-3,5-dimethyl- (9CI)(143798-73-6)

Safety Data

• Hazardous Substances Data: 143798-73-6(Hazardous Substances Data)

Usage

Description

Pyridine, 4-chloro-3,5-dimethyl(9CI) is an organic compound belonging to the pyridine family, characterized by the presence of a chloro group at the 4th position and methyl groups at the 3rd and 5th positions. It is a versatile chemical intermediate with potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
Pyridine, 4-chloro-3,5-dimethyl(9CI) is used as a chemical intermediate for the preparation of quinoline derivatives. These derivatives are known to act as selective α2C-adrenoceptor antagonists, which can be utilized in the development of medications targeting various medical conditions.
Used in Chemical Synthesis:
As a free base, 4-chloro-3,5-dimethylpyridine can be employed in various chemical reactions, such as the synthesis of complex organic molecules and pharmaceutical compounds. Its unique structural features make it a valuable building block in the synthesis of novel molecules with potential applications in different fields.

InChI:InChI=1/C7H8ClN/c1-5-3-9-4-6(2)7(5)8/h3-4H,1-2H3

Upstream product

• 15091-74-4 4-chloro-3,5-dimethylpyridine 1-oxide 
• 591-22-0 3,5-Lutidine 

Downstream Products

• 187222-17-9 4-Chloro-2-ethoxycarbonyl-3,5-Lutidine 

Relevant articles and documents

Selective Halogenation of Pyridines Using Designed Phosphine Reagents

Halopyridines are key building blocks for synthesizing pharmaceuticals, agrochemicals, and ligands for metal complexes, but strategies to selectively halogenate pyridine C-H precursors are lacking. We designed a set of heterocyclic phosphines that are installed at the 4-position of pyridines as phosphonium salts and then displaced with halide nucleophiles. A broad range of unactivated pyridines can be halogenated, and the method is viable for late-stage halogenation of complex pharmaceuticals. Computational studies indicate that C-halogen bond formation occurs via an SNAr pathway, and phosphine elimination is the rate-determining step. Steric interactions during C-P bond cleavage account for differences in reactivity between 2- and 3-substituted pyridines.

NMR Studies of Bond Orders in Heteroaromatic Systems

Fifty-seven for the ortho-benzylic coupling constant 4JMe-C=C-H (henceforth denoted as 4JOB) were obtained for a variety of heteroaromatic systems.It was shown that a good correlation exists between 4JOB when the methyl group is not α to the heteroatom and the SCF-MO bond order.This method can therefore be used as experimental means of determining bond orders in heteroaromatic systems.An examination of bond alternation in thirteen heteroaromatic systems has given a measure of relative "degree of aromaticity" for a larger number of systems than previously r eported by any single method.