2-Chloro-5-chloromethyl Pyridine (CCMP)

2-Chloro-5-chloromethyl Pyridine (CCMP)

2-Chloro-5-chloromethyl pyridine (CCMP) (CAS: 70258-18-3) is an important halogenated pyridine derivative with the molecular formula C₆H₅Cl₂N. It features a pyridine ring substituted with a chloro group at the 2-position and a reactive chloromethyl group (–CH₂Cl) at the 5-position. This bifunctional structure makes it a versatile intermediate in agrochemical and pharmaceutical synthesis.

Key Properties

Chemical Formula: C₆H₅Cl₂N

Molecular Weight: 162.02 g/mol

Appearance: White to off-white crystalline solid

Melting Point: ~45–55°C

Boiling Point: ~230–240°C

Solubility:

Soluble in organic solvents (e.g., ethanol, acetone, DCM)

Low solubility in water

Applications

Agrochemicals:

Key intermediate for neonicotinoid insecticides (e.g., imidacloprid, acetamiprid).

Used in the synthesis of pyridine-based herbicides and fungicides.

Pharmaceuticals:

Building block for drug candidates targeting CNS disorders, infections, or inflammation.

Precursor for anticancer or antiviral agents with pyridine motifs.

Chemical Synthesis:

The chloromethyl group enables further functionalization (e.g., nucleophilic substitution, oxidation to aldehydes).

Used to prepare ligands for catalysis or metal-organic frameworks (MOFs).

Safety & Handling

Toxicity: Irritant to skin, eyes, and respiratory system.

Stability: Moisture-sensitive; may degrade to release HCl.

Storage: Keep sealed under dry, inert conditions (N₂/Ar).

PPE: Gloves, goggles, and fume hood required.