1. Product Overview
2,6-Dichloro-4-(difluoromethyl)pyridine (CAS: 1201675-01-5) is a difluoromethyl‑substituted dichloropyridine derivative with the molecular formula C₆H₃Cl₂F₂N and a molecular weight of 197.99 g/mol. This electron‑deficient pyridine scaffold bears two ortho‑chlorine atoms at the 2‑ and 6‑positions and a difluoromethyl group at the 4‑position. The compound is a highly versatile electrophilic building block in medicinal and agrochemical chemistry, where the ortho‑chlorines undergo selective nucleophilic aromatic substitution (SNAr) or palladium‑catalyzed cross‑coupling, while the difluoromethyl group enhances metabolic stability and modulates lipophilicity. It is widely employed in the synthesis of pyridine‑based active ingredients for crop protection and pharmaceutical R&D.
2. Key Features & Advantages
• Selective Reactivity: The 2‑ and 6‑chlorines are activated by the electron‑withdrawing difluoromethyl group, enabling stepwise SNAr with amines, alkoxides, or thiols; the para‑Cl can also be used in Pd‑couplings while retaining ortho‑Cl for later functionalization.
• Difluoromethyl Advantage: The –CF₂H moiety acts as a metabolically stable bioisostere for –CH₃ or –OH, improving membrane permeability and resisting oxidative degradation in vivo.
• High Crystallinity: Isolates as a well‑defined off‑white to pale yellow solid, facilitating purification and ensuring consistent ≥98% HPLC batch quality.
• Agro‑Pharma Bridge: Proven scaffold in commercial fungicides/herbicides (picolinamide class) and in kinase/anti‑infective drug discovery programs.
• Full Analytics: Supplied with ¹H/¹⁹F/¹³C NMR, HPLC, GC‑MS/HRMS, and melting point data to support custom synthesis and regulatory documentation.
3. Main Applications
• Agrochemical Intermediate: Core unit in the synthesis of difluoromethyl‑pyridine fungicides and herbicides (e.g., picolinamide/pyridinecarboxamide crop‑protection agents such as fluxapyroxad‑related scaffolds); the 2,6‑dichloro pattern is classic for amination to give 2‑amino‑6‑chloro or 2,6‑diamino derivatives.
• Pharmaceutical R&D: Used to build pyridine‑containing kinase inhibitors, anti‑infectives, and CNS agents where the difluoromethyl group fine‑tunes pKa and logP; serves as a starting point for SAR studies via sequential Cl displacement.
• Diversity‑Oriented Synthesis: Enables library generation—(1) SNAr at C2/C6 with primary/secondary amines → amino‑pyridines; (2) Pd‑couple C2‑Cl → biaryl difluoromethylpyridines; (3) oxidation of –CF₂H to –CF₂OX variants if needed.
• Fluorine Chemistry: A convenient entry to difluoromethylated heterocycles without handling gaseous difluorocarbene; stable solid form simplifies weighing and storage compared to volatile fluoro‑reagents.
4. Technical Specifications
5. Storage & Handling
• Storage Conditions: Store in a cool, dry place at 2–8 °C in a tightly sealed amber glass vial, protected from light and moisture. For long‑term storage (>12 months), keep under an inert atmosphere (N₂ or Ar). Room‑temperature storage is acceptable for short‑term R&D if desiccated.
• Handling: Weigh in a fume hood to avoid dust inhalation. The dichloropyridine framework is electrophilic—avoid contact with strong nucleophiles or amines during weighing. Use standard PPE: nitrile gloves, safety goggles, lab coat. Minimize exposure to humid air to prevent slow hydrolysis of chlorines.
• Packaging: Supplied in septum‑capped amber vials (0.1 g, 1 g, 5 g, 25 g) with desiccant; bulk in double‑poly‑lined foil bags (100 g–1 kg) under argon.
• Shelf Life: 24 months from manufacture when stored dry and refrigerated; retest if color darkens to yellow/orange.
6. Safety Overview
Intended strictly for laboratory research, custom synthesis, and industrial intermediate use—not for human or veterinary therapeutic use, food, or cosmetics.
• Hazard Profile (GHS‑typical for dichlorodifluoromethylpyridine):
• H302: Harmful if swallowed.
• H315: Causes skin irritation.
• H319: Causes serious eye irritation.
• H335: May cause respiratory irritation (dust).
• H412: Harmful to aquatic life with long‑lasting effects (halogenated heterocycle precaution).
• Precautionary Statements:
• P261: Avoid breathing dust/fume/gas/mist/vapors/spray.
• P264: Wash hands thoroughly after handling.
• P271: Use only outdoors or in a well‑ventilated area (fume hood).
• P280: Wear protective gloves, eye/face protection, and lab coat.
• P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present; continue rinsing.
• P391: Collect spillage.
• P501: Dispose of contents/container in accordance with local regulations for halogenated organic waste.
• First Aid:
• Skin: Remove contaminated clothing. Wash with plenty of soap and water. If irritation persists, seek medical advice.
• Eyes: Irrigate immediately with flowing water for at least 15 minutes, holding eyelids open. Get medical attention.
• Ingestion: Rinse mouth. Do NOT induce vomiting. Give water if conscious. Seek medical help.
• Inhalation: Move to fresh air. If breathing difficult, administer oxygen and consult physician.
A full GHS‑compliant Safety Data Sheet (SDS) is available upon request for ECHEMI listing and customer distribution.
