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4-Chloro-3-cyanopyridine
1. Basic Information
Name: 4-Chloro-3-cyanopyridine
CAS No.: 89284-61-7
Molecular Formula: C6H3ClN2
Molecular Weight: 138.55
Category: Halogenated cyano pyridine heterocyclic pharmaceutical intermediate
2. Physical and Chemical Properties
Physical Properties
- Appearance: White to off-white crystalline powder
- Odor: Faint heterocyclic odor
- Solubility: Soluble in methanol, ethanol, acetone, THF, ethyl acetate; slightly soluble in hot water; insoluble in aliphatic alkanes
- Melting Range: 72–76 °C
- Hygroscopy: Non-hygroscopic under normal ambient humidity
- Aqueous Property: Neutral lipophilic nitrogen heterocycle, poor solubility in pure water
Chemical Properties
- Molecular Structure: Pyridine ring substituted with chlorine at C4 and cyano group at C3
- C-Cl Bond Reactivity: Aryl chloride participates in nucleophilic substitution, Buchwald-Hartwig coupling reactions for amine and ether derivatives synthesis
- Cyano Group Activity: Cyano can be hydrolyzed to amide/carboxylic acid, reduced to aminomethyl, or cyclized to construct nitrogen heterocycles
- Thermal Stability: Stable below 60 °C; prolonged heating above melting point causes slight decomposition and discoloration
- Photostability: Sensitive to UV light; long-term illumination generates oxidative impurities and darkens solid
- Compatibility: Compatible with common polar organic solvents; incompatible with strong oxidants, concentrated strong alkali and heavy metal catalysts
3. Main Application Fields
1. Pharmaceutical Synthetic Intermediate (Core Application)
Key building block for kinase inhibitors, anti-inflammatory and anti-tumor APIs; widely used to construct pyridine-containing drug skeletons via cross-coupling and cyano derivatization
2. Agrochemical Intermediate
Raw material for high-efficiency pyridine fungicides and insecticides
3. HPLC Reference Standard
Reference substance for detection of chloro-cyanopyridine intermediates in chemical production lines
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 89284-61-7 |
| Molecular Formula | C6H3ClN2 |
| Appearance | Uniform white crystalline powder without visible foreign impurities |
| HPLC Purity | API Intermediate Grade ≥99.0% |
| Water Content (KF) | ≤0.30% |
| Melting Range | 72–76 °C |
| Residue on Ignition | ≤0.10% |
| Single Unknown Impurity | ≤0.10% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Nitrogen-purged amber vacuum aluminum foil bags / PE-lined fiber drums |
| Storage Condition | Hermetically sealed dark warehouse below 25 °C; isolated from light, oxidants and alkaline reagents |
| Transportation Requirement | Light-sensitive halogenated cyano pyridine solid, fully sealed light-proof packaging |
| Shelf Life | 24 months under nitrogen-filled vacuum sealed storage |
Safety Warning
Irritant cyano-containing halogenated pyridine powder. Dust causes severe irritation to eyes, respiratory tract and skin; prolonged skin contact may induce allergic dermatitis. All operations must be carried out inside ventilated chemical fume hoods with dust respirators, chemical-resistant gloves and full-face safety goggles. Airtight dark storage is required to prevent photooxidation degradation. Waste liquid requires organic solvent recovery and neutralization treatment; solid waste is classified as organic hazardous waste and must be disposed by licensed professional hazardous waste treatment facilities.
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