2-Chloro-5-chloromethylpyridine
[CAS# 70258-18-3]

Identification

• Classification: Chemical pesticide >> Insecticide intermediate
• Name: 2-Chloro-5-chloromethylpyridine
• Synonyms: 2-Chloro-5-(chloromethyl)pyridine
• Molecular Formula: C₆H₅Cl₂N
• Molecular Weight: 162.02
• CAS Registry Number: 70258-18-3
• EC Number: 615-091-8
• SMILES: C1=CC(=NC=C1CCl)Cl

Properties

• Melting point: 37-42 °C
• Flash point: >110 °C

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS08;GHS09 Danger
• Risk Statements: H301-H311-H314-H317-H373-H411
• Safety Statements: P260-P261-P262-P264-P270-P272-P273-P280-P301+P316-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P319-P321-P330-P333+P317-P361+P364-P362+P364-P363-P391-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	4	H302
Skin sensitization	Skin Sens.	1	H317
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312
Serious eye damage	Eye Dam.	1	H318

• Transport Information: UN 1759

Discovery and Applications

2-Chloro-5-chloromethylpyridine is a well-known compound with important uses in organic synthesis and industrial applications. This pyridine derivative has both chlorine and chloromethyl substituents, which give it unique reactivity and versatility.

The structure of the compound includes a chlorine atom and a chloromethyl group attached to the pyridine ring. This arrangement enhances its reactivity, making 2-chloro-5-chloromethylpyridine a valuable intermediate in chemical synthesis. Its dual functionality enables it to participate in a variety of reactions, facilitating the formation of complex organic molecules.

In the pharmaceutical industry, 2-chloro-5-chloromethylpyridine is used as a key intermediate in the synthesis of biologically active compounds. Its ability to participate in nucleophilic substitution reactions is used to create molecules with potential therapeutic benefits. This application is crucial in drug discovery and development, and this compound helps in the design of new drugs with higher efficacy.

The compound can also be used in agrochemicals. It serves as an intermediate in the production of herbicides and pesticides. The chloromethyl group enhances the reactivity of the pyridine ring, facilitating the synthesis of compounds with enhanced properties and selectivity for pest control. This helps in the production of more effective agricultural products and better crop management solutions.

In addition to pharmaceuticals and agrochemicals, 2-chloro-5-chloromethylpyridine is used in materials science. Its chemical structure can be used to develop specialty materials with specific properties. For example, it can be used to synthesize polymers and other materials with desired properties for use in a variety of high-tech applications.

The synthesis of 2-chloro-5-chloromethylpyridine is generally straightforward and involves well-established chemical reactions. Its availability and reactivity make it a valuable tool for chemists and industrial researchers seeking to develop new compounds and materials.

References

2020. Good pyridine hunting: a biomimic compound, a modifier and a unique pharmacophore in agrochemicals. Chemistry of Heterocyclic Compounds, 56(12).
DOI: 10.1007/s10593-020-02843-w

2011. 2-Chloro-5-(chloro-meth-yl)pyridine. Acta crystallographica. Section E, Structure reports online, 67(2).
DOI: 10.1107/s1600536811000821

2004. Advances in the synthesis of neonicotinoids. Russian Journal of Organic Chemistry, 40(12).
DOI: 10.1007/s11178-005-0089-y